Diethyl Ether → HCID 118216476, compound

Participants

Reaction Steps

Triethylamine (370 μl, 2.65 mmol) was added slowly to a mixture of (R)-3-chloro-2-hydroxypropan-1-aminium 2,2,2-trifluoroacetate (210 mg, 0.88 mmol) in dichloromethane (2.0 mL) at 0° C. The mixture was stirred for 15 minutes. A mixture of triphosgene (89 mg, 0.30 mmol) in dichloromethane (15 mL) was added drop wise via addition funnel. The mixture was allowed to warm to room temperature for 14 h, and then diethyl ether (2.0 mL) was added and the mixture was cooled to −78° C. The solids were filtered and the filtrate was concentrated under reduced pressure to about 1 mL. The mixture was then added to a plug of silica gel and washed slowly with ethyl acetate (50 mL). The filtrate was concentrated under reduced pressure and dried under vacuum to afford crude (4R)-5-(chloromethyl)-4-methyloxazolidin-2-one that was used without further purification or characterization.

Provenance & Evidence