Water → 2-(5-t-Butylfuran-2-yl)-cyclopropanecarbonyl-2,6-cis-dimethylmorpholine

Participants

Reaction Conditions

Reaction Steps

cis-2,6-Dimethylmorpholine (8.9 g, 0.077 mol) was added dropwise to a solution of 2-(5-t-butylfuran-2-yl)-cyclopropanecarbonyl chloride (3.5 g, 0.0154 mol) in sodium dried ether (40 ml) at 10° C. and after complete addition the solution was stirred at 20° C. for 3 hours. The reaction mixture was poured into water and extracted with diethyl ether (2×100 ml). The ethereal extracts were washed with water, dried over anhydrous sodium sulphate, and the solvent removed to give 2-(5-t-butylfuran-2-yl)-cyclopropanecarbonyl-2,6-cis-dimethylmorpholine as a yellow oil. This oil was separated by column chromatography [silica eluted with petroleum ether ethyl acetate (1:1)] to give 2-(5-t-butylfuran-2-yl)-trans-cyclopropanecarbonyl-2,6-cis-dimethylmorpholine (1.43 g, 30%).

Provenance & Evidence