GB1332816A – Phenylcyclohexane derivatives and methods for their manu facture
– Google Patents
GB1332816A – Phenylcyclohexane derivatives and methods for their manu facture
– Google Patents
Phenylcyclohexane derivatives and methods for their manu facture
Info
Publication number
GB1332816A
GB1332816A
GB5832770A
GB5832770A
GB1332816A
GB 1332816 A
GB1332816 A
GB 1332816A
GB 5832770 A
GB5832770 A
GB 5832770A
GB 5832770 A
GB5832770 A
GB 5832770A
GB 1332816 A
GB1332816 A
GB 1332816A
Authority
GB
United Kingdom
Prior art keywords
phenyl
coch
hydroxyl
reacting
alkali metal
Prior art date
1969-12-13
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
GB5832770A
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.)
Maggioni and C SpA
Original Assignee
Maggioni and C SpA
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.)
1969-12-13
Filing date
1970-12-08
Publication date
1973-10-03
1970-12-08
Application filed by Maggioni and C SpA
filed
Critical
Maggioni and C SpA
1973-10-03
Publication of GB1332816A
publication
Critical
patent/GB1332816A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
Classifications
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
C07C49/527—Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings
C07C49/563—Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings containing six-membered aromatic rings
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
C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
C07C45/31—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with compounds containing mercury atoms, which may be regenerated in situ, e.g. by oxygen
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
C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
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
C07C45/673—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 change of size of the carbon skeleton
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
C07C49/527—Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings
C07C49/573—Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings containing hydroxy groups
Abstract
1332816 4-Phenylcyclohexane derivatives MAGGIONI & C-SpA 8 Dee 1970 [13 Dec 1969] 58327/70 Heading C2C Novel compounds of the Formula I wherein X is COCH 2 OH or COCH 3 and R is hydrogen or hydroxyl provided that when X is COCH 3 R is a hydroxyl group may be prepared (a) in the case where X is COCH 2 OH and R is hydrogen by hydrolysis of 4-phenylacetoxyacetylcyclohexane with aqueous alkali metal carbonate; (b) where X is COCH 2 OH and R is hydroxyl by forming the cyanohydrin of 4- phenyl-acetoxyacetylcyclohexane, reacting the cyanhydrin with phosphorus oxychloride and pyridine to yield 1-acetoxy-2-cyano-2-(4-phenylcyclohexylidene)ethane, which is reacted with potassium permanganate in piperidine to form 4-phenyl-1-acetoxyacetylcyclohexanol which is hydrolysed with alkali metal metal carbonate to 4 – phenyl – 1 – hydroxyacetylcyclohexanol; (c) where X is COCH 3 and R is hydroxyl, by forming the bisulphite of 4-phenylcyclohexanone, reacting the bisulphite with alkali metal cyanide to form the 4-phenyl-1-cyano-cyclohexanol, hydrolysing to the 4-phenyl-1-carboxycyclohexanol, which is reacted with methyl lithium to form 4-phenyl-1-acetylcyclohexanol or reacting 4-phenylcyclohexanone with acetylene and sodamide in liquid ammonia and oxidizing the product with mercuric sulphate in sulphuric acid to 4-phenyl-1-acetyl cyclohexanol. Pharmaceutical compositions of the compounds I show anti-inflammatory and progestinic activity.
GB5832770A
1969-12-13
1970-12-08
Phenylcyclohexane derivatives and methods for their manu facture
Expired
GB1332816A
(en)
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
IT2573969
1969-12-13
Publications (1)
Publication Number
Publication Date
GB1332816A
true
GB1332816A
(en)
1973-10-03
Family
ID=11217586
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB5832770A
Expired
GB1332816A
(en)
1969-12-13
1970-12-08
Phenylcyclohexane derivatives and methods for their manu facture
Country Status (4)
Country
Link
US
(1)
US3712928A
(en)
JP
(1)
JPS518945B1
(en)
FR
(1)
FR2073528A5
(en)
GB
(1)
GB1332816A
(en)
Families Citing this family (3)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
US4422870A
(en)
*
1977-03-28
1983-12-27
Union Carbide Corporation
Biocidal 2-aryl-1, 3-cyclohexanedione enol ester compounds
JPS60116855U
(en)
*
1984-01-17
1985-08-07
村井 邦彦
Hydroponic tank with planting panel transfer path
JPS6361258U
(en)
*
1986-10-09
1988-04-23
1970
1970-12-08
GB
GB5832770A
patent/GB1332816A/en
not_active
Expired
1970-12-09
US
US00096596A
patent/US3712928A/en
not_active
Expired – Lifetime
1970-12-10
FR
FR7044478A
patent/FR2073528A5/en
not_active
Expired
1970-12-11
JP
JP45109591A
patent/JPS518945B1/ja
active
Pending
Also Published As
Publication number
Publication date
JPS518945B1
(en)
1976-03-22
US3712928A
(en)
1973-01-23
FR2073528A5
(en)
1971-10-01
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Legal Events
Date
Code
Title
Description
1974-02-13
PS
Patent sealed [section 19, patents act 1949]
1977-07-06
PLNP
Patent lapsed through nonpayment of renewal fees
