Water → (2R,6S)-2,6-dimethylmorpholine-4-sulfonyl chloride

Participants

Reaction Steps

To a stirred solution of sulfuryl chloride (0.773 mL, 0.00955 mol) in methylene chloride (2.39 mL, 0.0372 mol) at 0° C. was added a mixture of triethylamine (0.666 mL, 0.00478 mol) and cis-2,6-dimethylmorpholine (0.55 g, 0.0048 mol) at such a rate as to keep the temperature below 20° C. The reaction mixture was stirred at room temperature for 2 h, then poured into iced water (5 g, 0.3 mol) and extracted with dichloromethane. The combined organic layers were washed with 10% HCl, cold water, brine, dried over calcium chloride, evaporated to dryness. The crude sulfamoyl chloride was used directly in next step.

Provenance & Evidence