Water → 2-Bromo-1-(2,4,6-trichlorophenyl)ethanone

温度

80 °C

A mixture of 1,3,5-trichlorobenzene (10.0 g, 55.1 mmol), 2-bromoacetyl bromide (5.0 mL, 57.8 mmol, 1.05 eq), and aluminum chloride (7.7 g, 57.8 mmol, 1.05 eq) was heated neat at 80° C. under argon for 17 h until a black precipitate is formed. The reaction was cooled to room temperature, and the resultant black mass was dissolved in ethyl acetate (500 mL). Water (200 mL) was added slowly at 0° C. to quench the reaction, and the biphasic layers were separated. The organic layer was then washed with water (2×150 mL) and brine (1×150 mL), dried (MgSO4), filtered, and evaporated in vacuo. Recrystallization from hexane gave 11.5 g (69.3%) of 2-bromo-1-(2,4,6-trichlorophenyl)ethanone as a fluffy white solid. 1H-NMR (DMSO-d6) δ 7.86 (s, 2H), 4.78 (s, 2H); Rf=0.28, 2% ethyl acetate-hexane.

1. customis formed
2. temperatureThe reaction was cooled to room temperature
3. customto quench
4. customthe reaction
5. customthe biphasic layers were separated
6. washThe organic layer was then washed with water (2×150 mL) and brine (1×150 mL)
7. dry with materialdried (MgSO4)
8. filtrationfiltered
9. customevaporated in vacuo
10. customRecrystallization from hexane

ORDレコード

ord-1f51f824f8ed43009701d9111938ea26

出典データセット

uspto-grants-2008_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07384947B2