반응 #595299

반응 방정식

1-[1-(2-chlorophenyl)prop-1-en-2-yl]-2,4-difluorobenzene

N-bromosuccinimide

benzoyl peroxide

→

1-[3-bromo-1-(2-chlorophenyl)prop-1-en-2-yl]-2,4-difluorobenzene

수율 85.0%

용매

AcOEt

AcOEt

반응 조건

후처리

1. 1
   온도under reflux for 3 h
2. 2
   세척washed with water
3. 3
   기타the combined organic phases were dried
4. 4
   농축concentrated to dryness under reduced pressure
5. 5
   기타Purification by chromatography on silica gel

실험 절차

A stirred solution of 1-[1-(2-chlorophenyl)prop-1-en-2-yl]-2,4-difluorobenzene (680 mg, 2.56 mmol), N-bromosuccinimide (823 mg, 4.62 mmol) and benzoyl peroxide (30 mg) in AcOEt (15 ml) was heated under reflux for 3 h. After cooling to room temperature, the reaction mixture was diluted with AcOEt and washed with water, and the combined organic phases were dried and concentrated to dryness under reduced pressure. Purification by chromatography on silica gel gave 1-[3-bromo-1-(2-chlorophenyl)prop-1-en-2-yl]-2,4-difluorobenzene as a 52/48 mixture of diastereoisomers [colourless oil, 792 mg, yield 85%; GC/MS: m/z=344 (M+); HPLC/MS: log P(HCOOH)=4.80 (major diastereoisomer), 5.25 (minor diastereoisomer)].

출처