تفاعل #595299

معادلة التفاعل

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

المردود 85.0%

المذيبات

AcOEt

AcOEt

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder reflux for 3 h
2. 2
   غسيلwashed with water
3. 3
   أخرىthe combined organic phases were dried
4. 4
   تركيزconcentrated to dryness under reduced pressure
5. 5
   أخرىPurification by chromatography on silica gel

الإجراء التجريبي

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)].

المصدر