3-Bromo-1,1,1-trifluoro-2-propanone → 2-Propanone,3-bromo-1,1,1-trifluoro-, oxime

To a solution of 10.5 mL (102.3 mmol) of 1-bromo-3,3,3-trifluoropropan-2-one in 100 mL of chloroform (passed through a pad of basic Al2O3) was added a solution of 10.4 g (149.7 mmol) of hydroxylamine hydrochloride in 20 mL of water and the mixture was warmed at reflux. After 24 hours, the mixture was cooled and the organic phase was separated. The aqueous layer was extracted with three 30 mL portions of methylene chloride. The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo to afford 11.5 g (55.7%) of 3-bromo-1,1,1-trifluoropropan-2-one oxime as a mixture (3:2) of geometric isomers.

1. temperaturethe mixture was warmed
2. temperatureat reflux
3. temperaturethe mixture was cooled
4. customthe organic phase was separated
5. extractionThe aqueous layer was extracted with three 30 mL portions of methylene chloride
6. dry with materialThe combined organic layers were dried over sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated in vacuo

ORD-Eintrag

ord-b02136aa83d1400b8c455afe45498dcf

Quelldatensatz

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07741361B2