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filingDate 1970-12-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1973-10-03-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1332816-A
titleOfInvention Phenylcyclohexane derivatives and methods for their manu facture
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.
priorityDate 1969-12-13-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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