Morpholine → 4-((4-(Bromomethyl)phenyl)sulfonyl)morpholine

Participants

Reaction Steps

A solution of 4-bromomethylbenzenesulfonyl chloride (0.81 g) in anhydrous diethyl ether (5.0 mL) at −10° C. was treated with a solution of morpholine (0.26 mL) and triethylamine (0.46 mL) in anhydrous diethyl ether (5.0 mL). The resulting mixture was warmed to room temperature over 1 hour and then stirred at this temperature for 17 hours. The mixture was diluted with water, extracted with dichloromethane and the combined extracts washed with saturated aqueous sodium chloride solution and then dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue purified by column chromatography on silica gel, eluting with a mixture of ethyl acetate and cyclohexane (3:7 by volume) to afford title compound, 0.53 g.

Provenance & Evidence