发明名称 Esters of substituted tertiary phenolic amines
摘要 Di-ethylcarbonato esters of the formula <FORM:0561573/IV/1> where R2 represents two identical alkyl groups, are prepared by esterifying an aqueous solution of a water soluble salt of a dihydroxyphenalkyl-dialkylamine with ethyl chlorocarbonate in an inert atmosphere. The esterification product is extracted preferably with ether, and finally precipitated in the form of a hydrochloride by reaction with hydrogen chloride. In examples (1) 3 : 4 - dihydroxyphenethyldimethylamine hydrochloride is treated in small amounts alternately with dilute sodium hydroxide and ethyl chloro-carbonate. The product is extracted with ether and finally precipitated with hydrochloric acid gas; (2) b -(3 : 4-dihydroxyphenyl) propyldimethylamine is treated as in example (1); (3) b -(3 : 4-dihydroxyphenyl)-isopropyldimethylamine is treated as in example (1). b - (3 : 4 - dihydroxyphenyl) propyldimethylamine is prepared from 3 : 4-dimethoxyacetophenone by condensation with ethylbromoacetate to form ethyl-b -(3 : 4-dimethoxyphenyl) b -hydroxybutyrate which is dehydrated, catalytically reduced and then saponified to form b -(3 : 4-dimethoxyphenyl) butyric acid. This is converted into the amide and treated with sodium hypochlorite, and methylated with formaldehyde. The required product is formed by a subsequent demethylation. b - (3 : 4 - dihydroxyphenyl) isopropyldimethylamine is prepared from veratric aldehyde, and ethyl propionate which form by the Chaisen reaction a - methyl - 3 : 4 - dimethoxycinnamic acid. This is reduced, converted into the amide, subjected to the Hoffmann reaction, and then an Eschweiler reaction and finally demethylated.
申请公布号 GB561573(A) 申请公布日期 1944.05.24
申请号 GB19420017818 申请日期 1942.12.15
申请人 BURROUGHS WELLCOME & CO. (U.S.A.) INC. 发明人
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