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Synthesis of Amitriptyline and Related Substances. Hydroboration of 5-Allylidene-5H-dibenzo [a, d]-10, 11-dihydrocycloheptene

RD Hoffsommer, D Taub…

文献索引:Hoffsommer,R.D. et al. Journal of Organic Chemistry, 1963 , vol. 28, p. 1751 - 1753

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被引用次数: 12

摘要

Synthesis of the psychotherapeutic drug, amitriptyline (XI), has been accomplished heretofore in the main by way of simple Grignard coupling of y-dimethylaminopropylchloride with 5H-dibenao [a, d]-10,-1 1-dihydrocyclohepten-&one followed by dehydration.'Recently we showed2 that the carbinol (I), derived from 57-dibenzo [a, d 1-10, l I-dihydrocyclohepten- 5-one (IY) and cyclopropylmagnesium bromide, rearranges quantitatively to 5-(y- ...