Water → HCID 53698436, compound

Participants

Reaction Steps

A solution of (±)-2 -formylmethylene-N-methyl-1-(quinolin-3 -yl)cyclohexane carbothioamide (150 mg, 0.46 mmol) at room temperature in methanol (5 ml) was treated with sodium borohydride (20 mg, 0.5 mmol). The mixture was stirred at room temperature for 45 mins. Ethyl acetate (20 ml) and then water (20 ml) were added to the reaction mixture. The layers were separated and the organic extract was dried over magnesium sulphate. Concentration in vacuo yielded a crude solid which was purified by flash chromatography over silica gel, eluting with a 1:1 (v/v) mixture of ethyl acetate/hexane to yield (±)-2 -hydroxyethylidene-N-methyl-1-(quinolin-3-yl) cyclohexane carbothioamide (100 mg, 0.31 mmol) as a white solid, m.p. 104°-110° C.;

Provenance & Evidence