반응 #63111

반응 방정식

α-bromphenylacetic acid

diborane

tetrahydrofuran water

→

desired compound

2-Bromo-2-phenylethanol

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   온도cooled to 0° C.
2. 2
   기타saturated with potassium carbonate and the tetrahydrofuran removed
3. 3
   추출The aqueous remainder was extracted three times with ether
4. 4
   기타dried
5. 5
   기타The residue was triturated with hexane
6. 6
   기타the solid collected

실험 절차

To a stirred solution of 25 g of α-bromphenylacetic acid in 100 ml of dry tetrahydrofuran was added 151 ml of 1.0M diborane in tetrahydrofuran dropwise at 5° C. under argon over 30 minutes. This mixture was stirred overnight at room temperature, then cooled to 0° C. and 130 ml of tetrahydrofuran:water (1:1) was added dropwise. The mixture was then saturated with potassium carbonate and the tetrahydrofuran removed. The aqueous remainder was extracted three times with ether. The extracts were combined and dried. The residue was triturated with hexane and the solid collected giving the desired compound as white needles, mp 38°-39° C.

출처