Bromo(phenyl)acetic acid → 2-Bromo-2-phenylethanol

HRID 329972노트

반응식

HRID 329972 반응식
[Br:1][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3](O)=[O:4].B#B.O1CCCC1.O>O1CCCC1>[Br:1][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][OH:4]

참가 물질

5

실험 절차

To a stirred solution of 25 g of α-bromophenylacetic 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.

후처리

  1. temperaturecooled to 0° C.
  2. customsaturated with potassium carbonate and the tetrahydrofuran removed
  3. extractionThe aqueous remainder was extracted three times with ether
  4. customdried
  5. customThe residue was triturated with hexane
  6. customthe solid collected

출처 및 근거

ORD 기록
ord-655beef5755840199f3e2ecbfd7637d6
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04894367

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