Acetone → 2-(4-Aminophenyl)propan-2-ol

HRID 44427

反応式

HRID 44427 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5](/[N:8]=N/N2CCCC2)=[CH:4][CH:3]=1.[Li]C(CC)C.[CH3:20][C:21]([CH3:23])=[O:22]>CCOCC>[NH2:8][C:5]1[CH:4]=[CH:3][C:2]([C:21]([OH:22])([CH3:23])[CH3:20])=[CH:7][CH:6]=1

参加物

5

反応条件

温度
-78 °C

実験手順

To a −78° C. solution of compound 134 (1 g, 3.95 mmol) in ether (20 mL) was added sec-BuLi (1.4 M in hexanes, 0.62 g, 9.67 mmol). The resulting solution was stirred for 30 min at −78° C., followed by addition of acetone (0.91 g, 15.81 mmol) dropwise at −78° C. The reaction mixture was warmed to room temperature overnight. The reaction mixture was partitioned between water and ether and the layers were separated. The aqueous layer was re-extracted with ether. The ether layers were the combined and concentrated in vacuo to yield crude 135 (0.33 g, 55.9%) which was used in the next step without further purification.

後処理

  1. temperatureThe reaction mixture was warmed to room temperature overnight
  2. customThe reaction mixture was partitioned between water and ether
  3. customthe layers were separated
  4. extractionThe aqueous layer was re-extracted with ether
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-051cd53402dd4d2ca356d051c7642cbc
出典データセット
uspto-grants-2013_09
特許番号
US08541423B2

関連ノート

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