2-Chloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylideneacetic Acid → 2-Chloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylacetic Acid

Participants

Reaction Steps

A solution of 2-chloro-10,11-dihydro-5H-dibenzo[a,d]-cyclohepten-5-ylideneacetic acid (23.5 g, described in Example 1) in ethanol (100 ml, hot) is added to 5% sodium amalgam (100 g). The mixture is stirred at 60°-70° C. for 3 hr and decanted. The solution is evaporated of half its original volume, acidified with conc. hydrochloric acid and extracted with chloroform. The organic extract is dried and evaporated. The residue is crystallized from diethyl ether-hexane to give the title compound as crystals, mp 142°-146° C.

Provenance & Evidence