تفاعل #486514

معادلة التفاعل

water

BBr3

epoxide

1,3-dichloro-3-fluoro-7-oxabicyclo[4.1.0]heptane

→

alcohol

2-bromo-2,6-dichloro-6-fluorocyclohexanol

المذيبات

dichloromethane

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىto return to room temperature
2. 2
   أخرى(1 h 30 min)
3. 3
   استخلاصthe mixture was extracted with dichloromethane (4×10 cm3)
4. 4
   تجفيفThe extract was dried over MgSO4
5. 5
   ترشيحfiltered
6. 6
   أخرىevaporated down
7. 7
   أخرىThe crude product was purified by flash chromatography on silica (eluent ether/petroleum ether=5/95)

الإجراء التجريبي

2.91 cm3 (2.91 mmol) of BBr3 in molar solution in dichloromethane were introduced at 4° C. under argon atmosphere into 0.98 (5.3 mmol) of epoxide 2e in solution in 6.5 cm3 dichloromethane. The reaction mixture was then allowed to return to room temperature and stirring was continued (1 h 30 min). 5 cm3 of distilled water were then added and the mixture was extracted with dichloromethane (4×10 cm3). The extract was dried over MgSO4, filtered and evaporated down. The crude product was purified by flash chromatography on silica (eluent ether/petroleum ether=5/95): 1.03 g of alcohol 1i were obtained (macrobore GC purity>97%); the yield of product 1i was 73%.

المصدر