GB1512107A – Dehydro-beta-irone and related compounds and processes for their manufacture
– Google Patents
GB1512107A – Dehydro-beta-irone and related compounds and processes for their manufacture
– Google Patents
Dehydro-beta-irone and related compounds and processes for their manufacture
Info
Publication number
GB1512107A
GB1512107A
GB38174/75A
GB3817475A
GB1512107A
GB 1512107 A
GB1512107 A
GB 1512107A
GB 38174/75 A
GB38174/75 A
GB 38174/75A
GB 3817475 A
GB3817475 A
GB 3817475A
GB 1512107 A
GB1512107 A
GB 1512107A
Authority
GB
United Kingdom
Prior art keywords
tetramethylcyclohex
irone
dehydro
beta
manufacture
Prior art date
1974-09-18
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
GB38174/75A
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.)
BASF SE
Original Assignee
BASF SE
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.)
1974-09-18
Filing date
1975-09-17
Publication date
1978-05-24
1975-09-17
Application filed by BASF SE
filed
Critical
BASF SE
1978-05-24
Publication of GB1512107A
publication
Critical
patent/GB1512107A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
Classifications
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
C07C403/14—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms
C07C403/16—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms not being part of —CHO groups
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic System
C07F1/04—Sodium compounds
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C2601/00—Systems containing only non-condensed rings
C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Abstract
2,5,6,6-Tetramethylcyclohex-2-en-1-one conforming to formula 3 below is prepared by reacting 2,5,6-trimethylcyclohex-2-en-1-one with a methylating agent in an inert solvent and in the presence of a strong base at temperatures of from 20 to 150 DEG C. This compound is novel and can be used for the preparation of 1-acetyl-2,5,6,6-tetramethylcyclohex-1-ene conforming to the formula 1b below, which is likewise novel. In this preparation, the 2,5,6,6-tetramethylcyclohex-2-en-1-one is hydrogenated catalytically to 2,5,6,6-tetramethylcyclohexanone, which is ethynylated, and the resultant product is converted into 1-acetyl-2,5,6,6-tetramethylcyclohex-1-ene by acid-catalysed rearrangement at from 60 to 200 DEG C. The novel compounds can be used as scents (fragrances) or scent precursors.
GB38174/75A
1974-09-18
1975-09-17
Dehydro-beta-irone and related compounds and processes for their manufacture
Expired
GB1512107A
(en)
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
DE19742444585
DE2444585A1
(en)
1974-09-18
1974-09-18
DEHYDRO-BETA-IRON AND RELATED COMPOUNDS AND PROCEDURES FOR THEIR PRODUCTION
Publications (1)
Publication Number
Publication Date
GB1512107A
true
GB1512107A
(en)
1978-05-24
Family
ID=5926091
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB38174/75A
Expired
GB1512107A
(en)
1974-09-18
1975-09-17
Dehydro-beta-irone and related compounds and processes for their manufacture
Country Status (5)
Country
Link
CH
(2)
CH602625A5
(en)
DE
(1)
DE2444585A1
(en)
FR
(1)
FR2285367A1
(en)
GB
(1)
GB1512107A
(en)
NL
(1)
NL7510940A
(en)
Families Citing this family (3)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
CH636009A5
(en)
1979-02-05
1983-05-13
Firmenich & Cie
USE OF A HYDROXY-ACETYLENIC DERIVATIVE AS A PERFUMING INGREDIENT.
US4501762A
(en)
*
1979-10-26
1985-02-26
International Flavors & Fragrances Inc.
Process for preparing acyl trimethyl cyclohexene derivatives and use of intermediates therefor in augmenting or enhancing the aroma or taste of a consumable material
EP0544110B1
(en)
*
1991-11-25
1995-07-19
Firmenich Sa
Tertiary cyclic alcools and their use as perfume component
1974
1974-09-18
DE
DE19742444585
patent/DE2444585A1/en
not_active
Withdrawn
1975
1975-09-17
CH
CH1204675A
patent/CH602625A5/xx
not_active
IP Right Cessation
1975-09-17
FR
FR7528477A
patent/FR2285367A1/en
active
Granted
1975-09-17
GB
GB38174/75A
patent/GB1512107A/en
not_active
Expired
1975-09-17
CH
CH1204775A
patent/CH613928A5/en
not_active
IP Right Cessation
1975-09-17
NL
NL7510940A
patent/NL7510940A/en
not_active
Application Discontinuation
Also Published As
Publication number
Publication date
NL7510940A
(en)
1976-03-22
FR2285367B1
(en)
1980-03-14
FR2285367A1
(en)
1976-04-16
CH602625A5
(en)
1978-07-31
CH613928A5
(en)
1979-10-31
DE2444585A1
(en)
1976-04-01
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Legal Events
Date
Code
Title
Description
1978-10-04
PS
Patent sealed
1987-05-07
PCNP
Patent ceased through non-payment of renewal fee
