Experiments in the 5H‐dibenzo[a,d]cycloheptene series II. Synthesis of some esters and piperazine derivatives of 5H‐dibenzo[a,d]cycloheptene

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Abstract
The synthesis of a number of acids in the 5H‐dibenzo[a,d]cycloheptene series is described including the 5‐carboxylic acid and its 10,11‐dihydro analogue, 5H‐dibenzo[a,d]cycloheptene‐5‐acetic acid and its 10,11‐dihydro derivative. The latter acid was prepared by several routes. Treatment of its acid chloride with stannic chloride yielded 2,6,7,1 1b‐tetrahydro‐1H‐dibenzo[c,d,h]azulen‐2‐one, which by reductive amination with methylamine, dimethylamine and 1‐methyl‐phenethylamine was converted into the corresponding amines. Several esters with aliphatic and heterocyclic amino alcohols were prepared from the carboxylic acids mentioned. The acids were likewise converted into 1‐substituted 4‐piperazides which were reduced to the corresponding piperazine derivatives. The acid derivatives were screened for biological activity.