6,11-Dihydro-11-oxodibenz[b,e]oxepin-2-propanoic acid → 3-(6,11-Dihydro-dibenz[b,e]oxepin-2-yl)propanoic acid

Participants

Reaction Steps

A solution of 3-(6,11-dihydro-11-oxo-dibenz[b,e]oxepin-2-yl)propanoic acid (6.0 g) in 120 ml glacial acetic acid was treated with zinc dust (18.0 g) in portions over 1 minute. This slurry was heated at reflux for 2 hours then filtered while hot through a sintered funnel. The filtrate was evaporated, taken up in ethyl acetate and washed with dilute HCl, then dried and evaporated to a solid. This solid was recrystallized from ethyl acetate to give 4.3 g of crystals, m.p. 181-183° C.

Provenance & Evidence