Diethyl Ether → HCID 118216476, compound

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.

1. additionwas added drop
2. additionwise via addition funnel
3. temperaturethe mixture was cooled to −78° C
4. filtrationThe solids were filtered
5. concentrationthe filtrate was concentrated under reduced pressure to about 1 mL
6. additionThe mixture was then added to a plug of silica gel
7. washwashed slowly with ethyl acetate (50 mL)
8. concentrationThe filtrate was concentrated under reduced pressure
9. customdried under vacuum

ORD record

ord-6b2c4ee83086411c9f76a9481aa2cd22

Source dataset

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09242984B2