GB1205740A

GB1205740A – Process for the isomerization of aromatic alkenyl compounds
– Google Patents

GB1205740A – Process for the isomerization of aromatic alkenyl compounds
– Google Patents
Process for the isomerization of aromatic alkenyl compounds

Info

Publication number
GB1205740A

GB1205740A
GB36411/69A
GB3641169A
GB1205740A
GB 1205740 A
GB1205740 A
GB 1205740A
GB 36411/69 A
GB36411/69 A
GB 36411/69A
GB 3641169 A
GB3641169 A
GB 3641169A
GB 1205740 A
GB1205740 A
GB 1205740A
Authority
GB
United Kingdom
Prior art keywords
yields
phenoxy
butene
methyl
carbon atoms
Prior art date
1968-07-19
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Expired

Application number
GB36411/69A
Inventor
Pierre Gandilhon
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Rhone Poulenc SA

Original Assignee
Rhone Poulenc SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
1968-07-19
Filing date
1969-07-18
Publication date
1970-09-16

1969-07-18
Application filed by Rhone Poulenc SA
filed
Critical
Rhone Poulenc SA

1970-09-16
Publication of GB1205740A
publication
Critical
patent/GB1205740A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms

C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3

C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems

C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring

C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring

C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring

B—PERFORMING OPERATIONS; TRANSPORTING

B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL

B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds

B—PERFORMING OPERATIONS; TRANSPORTING

B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL

B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds

B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides

B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts

B—PERFORMING OPERATIONS; TRANSPORTING

B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL

B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds

B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes

B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms

B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen

B—PERFORMING OPERATIONS; TRANSPORTING

B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL

B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds

B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes

B01J31/20—Carbonyls

B—PERFORMING OPERATIONS; TRANSPORTING

B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL

B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds

B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes

B01J31/22—Organic complexes

B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms

B01J31/2208—Oxygen, e.g. acetylacetonates

B—PERFORMING OPERATIONS; TRANSPORTING

B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL

B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds

B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes

B01J31/22—Organic complexes

B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms

B01J31/2208—Oxygen, e.g. acetylacetonates

B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge

B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand

B01J31/2234—Beta-dicarbonyl ligands, e.g. acetylacetonates

B—PERFORMING OPERATIONS; TRANSPORTING

B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL

B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds

B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 – B01J31/24

B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 – B01J31/24 of the platinum group metals, iron group metals or copper

B01J31/30—Halides

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton

C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring

C07C37/001—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by modification in a side chain

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups

C07C41/01—Preparation of ethers

C07C41/32—Preparation of ethers by isomerisation

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms

C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation

C07C5/2206—Catalytic processes not covered by C07C5/23 – C07C5/31

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms

C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation

C07C5/23—Rearrangement of carbon-to-carbon unsaturated bonds

C07C5/25—Migration of carbon-to-carbon double bonds

C07C5/2506—Catalytic processes

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms

C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation

C07C5/23—Rearrangement of carbon-to-carbon unsaturated bonds

C07C5/25—Migration of carbon-to-carbon double bonds

C07C5/2506—Catalytic processes

C07C5/2562—Catalytic processes with hydrides or organic compounds

C07C5/2581—Catalytic processes with hydrides or organic compounds containing complexes, e.g. acetyl-acetonates

B—PERFORMING OPERATIONS; TRANSPORTING

B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL

B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00

B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds

B01J2231/52—Isomerisation reactions

B—PERFORMING OPERATIONS; TRANSPORTING

B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL

B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00

B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity

B01J2531/0202—Polynuclearity

B01J2531/0211—Metal clusters, i.e. complexes comprising 3 to about 1000 metal atoms with metal-metal bonds to provide one or more all-metal (M)n rings, e.g. Rh4(CO)12

B—PERFORMING OPERATIONS; TRANSPORTING

B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL

B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00

B01J2531/80—Complexes comprising metals of Group VIII as the central metal

B01J2531/82—Metals of the platinum group

B01J2531/821—Ruthenium

B—PERFORMING OPERATIONS; TRANSPORTING

B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL

B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00

B01J2531/80—Complexes comprising metals of Group VIII as the central metal

B01J2531/82—Metals of the platinum group

B01J2531/825—Osmium

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds

C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds

C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes

C07C2531/20—Carbonyls

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds

C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes

C07C2531/22—Organic complexes

Abstract

1,205,740. Isomerization process. RHONEPOULENC S.A. 18 July, 1969 [19 July, 1968; 19 Feb., 1969], No. 36411/69. Heading C2C. [Also in Division C5] Aromatic alkenyl compounds of the formula below are isomerized by treatment with a catalytic proportion of a compound of ruthenium or osmium. The compounds which may be so isomerized are of the formula in which A denotes a valence bond, an oxygen atom or an -NR6– group, R6 denoting hydrogen or an alkyl group of 1-5 carbon atoms, R1 and R2 denote hydrogen or an alkyl group of 1-5 carbon atoms, n is 1-10, X is 1-3 and R1, R11 and R111 denote hydrogen or halogen atoms or alkyl, alkoxy, hydroxy or amino groups or radicals of the formula in which R3 and R4 denote alkyl groups of 1-5 carbon atoms and R5 denotes hydrogen or methyl. If two of R1, R11 and R111 are groups in adjacent positions, they may be joined to form a divalent radical, e.g. a methylenedioxy group. Many ruthenium or osmium compounds suitable for use as catalysts are specified, and examples are given in which, inter alia, eugenol yields isoeugenol, methyleugenol yields isomethyleugenol, safrole yields isosafrole, o-allylphenol yields o-propenylphenol, allyloxybenzene yields propenyloxybenzene, 4 – phenoxy – 1 – butene yields 1-phenoxy-1-butene and 1-phenoxy – 2 – butene, p – allyloxybromobenzene yields p – propenyloxy – bromobenzene and N – methyl – N – allylaniline yields N – methyl- N-propenylaniline.

GB36411/69A
1968-07-19
1969-07-18
Process for the isomerization of aromatic alkenyl compounds

Expired

GB1205740A
(en)

Applications Claiming Priority (2)

Application Number
Priority Date
Filing Date
Title

FR159950

1968-07-19

FR6904183A

FR2032135A6
(en)

1968-07-19
1969-02-19

Publications (1)

Publication Number
Publication Date

GB1205740A
true

GB1205740A
(en)

1970-09-16

Family
ID=26182136
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB36411/69A
Expired

GB1205740A
(en)

1968-07-19
1969-07-18
Process for the isomerization of aromatic alkenyl compounds

Country Status (8)

Country
Link

JP
(1)

JPS4945850B1
(en)

BE
(1)

BE736330A
(en)

CH
(1)

CH501569A
(en)

DE
(1)

DE1936727A1
(en)

FR
(2)

FR1585116A
(en)

GB
(1)

GB1205740A
(en)

NL
(1)

NL152531B
(en)

SE
(1)

SE358376B
(en)

Cited By (1)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US4138411A
(en)

*

1968-07-19
1979-02-06
Rhone-Poulenc S. A.
Process for the isomerization of aromatic alkenyl compounds

Families Citing this family (4)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

BE798294A
(en)

*

1972-04-17
1973-10-16
Rhone Poulenc Sa

PROCESS FOR THE SELECTIVE ALLYLATION OF O-ALKOXYPHENOLS

EP0016729B1
(en)

*

1979-03-13
1984-07-25
Ciba-Geigy Ag
Substituted n-(p-aminophenyl)-n’-benzoyl ureas, process for their preparation, compositions containing them and their use as pesticides; alkenyl-substituted p-amino aniline derivatives

EP0131080B1
(en)

*

1983-07-06
1987-11-19
Snef Electro Mecanique
Method and apparatus for cleaning big work pieces

DE3903279A1
(en)

*

1988-02-03
1989-08-10
Mitsubishi Gas Chemical Co

AROMATIC VINYL COMPOUND WITH SULFUR

1968

1968-07-19
FR
FR159950A
patent/FR1585116A/fr
not_active
Expired

1969

1969-02-19
FR
FR6904183A
patent/FR2032135A6/fr
not_active
Expired

1969-07-11
NL
NL696910711A
patent/NL152531B/en
not_active
IP Right Cessation

1969-07-18
BE
BE736330D
patent/BE736330A/xx
unknown

1969-07-18
DE
DE19691936727
patent/DE1936727A1/en
active
Granted

1969-07-18
JP
JP44056939A
patent/JPS4945850B1/ja
active
Pending

1969-07-18
SE
SE10209/69A
patent/SE358376B/xx
unknown

1969-07-18
CH
CH1107069A
patent/CH501569A/en
not_active
IP Right Cessation

1969-07-18
GB
GB36411/69A
patent/GB1205740A/en
not_active
Expired

Cited By (1)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US4138411A
(en)

*

1968-07-19
1979-02-06
Rhone-Poulenc S. A.
Process for the isomerization of aromatic alkenyl compounds

Also Published As

Publication number
Publication date

FR1585116A
(en)

1970-01-09

NL152531B
(en)

1977-03-15

NL6910711A
(en)

1970-01-21

JPS4945850B1
(en)

1974-12-06

DE1936727A1
(en)

1970-01-29

CH501569A
(en)

1971-01-15

BE736330A
(en)

1970-01-19

FR2032135A6
(en)

1970-11-20

SE358376B
(en)

1973-07-30

Similar Documents

Publication
Publication Date
Title

ES8402591A1
(en)

1984-02-01

Pyrazolooxazines, -thiazines and -quinolines, process for their preparation and their use as medicaments.

ES449656A1
(en)

1977-07-01

Components of catalysts for use in polymerizing and catalysts prepared therefrom

ZA844585B
(en)

1985-02-27

2-pyrimidinyl-1-piperazine derivatives,processes for their preparation and medicaments containing them

IE853218L
(en)

1986-06-21

Piperazine derivatives-pharmaceutical compositions

ES422395A1
(en)

1976-08-01

Aromatic carboxylic amide derivatives

ES434248A1
(en)

1977-04-01

2-(1,3-Diazacycloalkenyl)-2-hydrazones of substituted chalcones

GB1205740A
(en)

1970-09-16

Process for the isomerization of aromatic alkenyl compounds

ES8103112A1
(en)

1981-02-16

Pseudotrisaccharides, their preparation and use as medicaments.

GB1346787A
(en)

1974-02-13

Aromatic polyamides and a method for the preparation thereof

ES453162A1
(en)

1977-11-01

6-Oxa-1-aza tricyclo dodecan-5-ones as psychomotor stimulators

FI923841A
(en)

1993-03-01

MANDELSYRADERIVAT OF SUBSTITUTES

GB1184534A
(en)

1970-03-18

Platinum Complexes of Organo Amino Phosphines

GB1399470A
(en)

1975-07-02

Derivatives of pyrazolopyridine ketones

JPS5414513A
(en)

1979-02-02

Novel composition

GB1457245A
(en)

1976-12-01

Cyclohexenyl compounds

ES8705457A1
(en)

1987-05-01

Derivatives of the pluramycin group having anti-tumor activity, process for their preparation and their use as medicaments.

ES8506351A1
(en)

1985-07-01

An anthracycline compound, a process for the production thereof, a pharmaceutical composition containing the same and its use as a medicament.

ES431234A1
(en)

1976-10-16

15{40 ,16{40 -Lower alkoxymethylidene-digitoxins

ES401174A1
(en)

1975-09-01

3-Aryl-5-oxo-2-pyrazoline-4-carboxanilides and process therefor

ES441437A1
(en)

1977-07-01

3-Methoxy crotonanilides as herbicides

GB1448366A
(en)

1976-09-08

Pharmaceutical compositions containing styrylpyridine derivatives

GB1181260A
(en)

1970-02-11

Resins and Catalyst Compositions Therefor

JPS52879A
(en)

1977-01-06

Preparation of polyolefin

GB1431945A
(en)

1976-04-14

Disinfectant composition incorporating mono-oxycarboxylate salts of bis-biguanidines

JPS6450891A
(en)

1989-02-27

Novel synthesis of phosphosugar derivative

Legal Events

Date
Code
Title
Description

1971-01-27
PS
Patent sealed

1982-02-17
PCNP
Patent ceased through non-payment of renewal fee

Download PDF in English