HCID 86747405, compound → HCID 19736704, compound

Participants

Reaction Steps

A solution of (4',6'-dimethoxy-2'-mercaptophenyl) ethanone (prepared in Preparation 77) (0.53 g, 2.5 mmol) and cyclohexanonepyrrolidine enamine (0.57 g, 3.73 mmol) in dry methanol (8 ml) is heated to reflux for 3 hours under nitrogen gas. The solvent is removed by distillation and the residue is dissolved in diethyl ether. The solution is washed with dilute hydrochloric acid and then saturated brine, dried, and the solvent is removed. The residue is placed on a silica gel column and eluted with a mixture of ethyl acetate and dichloromethane (1:9). The starting material (0.142 g, 26%) and the title compound (crystalline solid, 0.526 g, 71.9%) are obtained, successively. Recrystallization from diethyl ether gives the title compound having a melting point of 104°-105° C.

Provenance & Evidence