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

HRID 34833
ノート
印刷プレビュー

反応式

HRID 34833 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 97919Bromo(phenyl)acetic acidHCID 6328200DiboronHCID 21881883Oxolane--water (1/1)

生成物 1

HCID 5783322-Bromo-2-phenylethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b0f3831dca3c442fb30e53f98498613d
出典データセット
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04762942

反応ノート

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