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

Participants

Reaction Conditions

Reaction Steps

cis-2,6-Dimethylmorpholine (6.6 g, 0.057 mol) was added dropwise to a solution of 2-(5-t-butylthiophen-2-yl)-cyclopropanecarbonyl chloride (2.50 g, 0.01 mol) in sodium dried ether (20 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 (2×75 ml). The ethereal extracts were washed with water, dried over anhydrous sodium sulphate, and the solvent removed to give 2-(5-t-butylthiophen-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-butylthiophen-2-yl)-trans-cyclopropanecarbonyl)-2,6-cis-dimethylmorpholine (1.70 g, 53%) and 2-(5-t-butylthiophen-2-yl)-cis-cyclopropanecarbonyl)-2,6-cis-dimethylmorpholine (0.94 g, 29%).

Provenance & Evidence