Improvements in the production of aryloxy fatty acids

    公开(公告)号:GB853099A

    公开(公告)日:1960-11-02

    申请号:GB1785459

    申请日:1959-05-26

    Applicant: BASF AG

    Inventor: TOEPEL TIM

    Abstract: A process for the production of aryloxy fatty acids comprises reacting a phenol with a halogenated fatty acid containing at least 3 carbon atoms at elevated temperature in aqueous alkali hydroxide solution in the presence of an aliphatic or cycloaliphatic alcohol of at least 3 carbon atoms which is volatile with steam. The reaction is preferably carried out at 90-110 C. using a 40-60% aqueous sodium hydroxide solution and 60-150% by weight of the alcohol based on the phenol which may be present in a slight excess. The alkali solution is added to the mixture of acid, phenol and alcohol which is then refluxed, a mineral acid added to neutralise the excess alkali and phenol, the alcohol and excess phenol removed by steam distillation and further mineral acid added to precipitate the aryloxy fatty acid. The phenol used is preferably phenol itself or naphthol or phenols or naphthols bearing one or more alkyl and/or halogen substituents. The halogenated fatty acid is preferably an a -chloro acid. Lists of suitable acids and phenols are given. Examples illustrate the use of n-propanol, n-butanol, iso-butanol, isoamyl alcohol, 2-ethyl-hexanol and cyclo-hexanol and describe the preparation of a -2-methylphenoxy, phenoxy, 2, 4-dimethyl-phenoxy, 2, 4-dichlorophenoxy, 2, 4, 5-trichlorophenoxy and b -naphthoxy-propionic acids ; b -(2, 4-dichlorophenoxy) propionic acid ; a -(2, 4-dichlorophenoxy) caproic acid ; a -phenoxy and a -(2, 4-dichlorophenoxy)-isovaleric acid and a -phenoxy and a -(2,4-dichlorophenoxy)-stearic acid. a -bromo-caproic and isovaleric acids are prepared by reacting the acids with bromine and phosphorous trichloride. a -bromo-stearic acid is prepared by reacting the acid with bromine and red phosphorous.

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