Hydrogen Peroxide → 3-(Benzyloxy)-4-methoxyphenol

HRID 1265152ノート

反応式

HRID 1265152 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])C=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.OO.S(=O)(=O)(O)[OH:22]>CO>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([OH:22])[CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応条件

温度
0 °C

実験手順

To a cooled (0° C.), stirred solution of 3-benzyloxy-4-methoxybenzaldehyde (10 g) in MeOH (100 mL) was added hydrogen peroxide (5.5 mL of 30% aqueous) dropwise. After having been warmed to RT, concentrated sulfuric acid (1 mL) was added and the resulting solution was allowed to stir for 1.5 h. The reaction mixture was partitioned between ethyl ether/saturated aqueous sodium bicarbonate, another organic layer was dried over sodium sulfate and concentrated in vacuo to afford an oil. Flash chromatography (20% ethyl acetate/hexanes) afforded 3-benzyloxy-4-methoxyphenol (5.8 g).

後処理

  1. temperatureAfter having been warmed to RT
  2. customThe reaction mixture was partitioned between ethyl ether/saturated aqueous sodium bicarbonate
  3. dry with materialanother organic layer was dried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customto afford an oil

出典と根拠

ORDレコード
ord-7066df0bbf2449cd9049779d00cc2059
出典データセット
uspto-grants-2003_04
特許番号
US06545018B2

反応ノート

読み込み中…