3-Acetyl-6-methylpyridine → 1-(6-Methylpyridin-3-yl)ethan-1-ol

HRID 1922294ノート

反応式

HRID 1922294 の反応式
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[BH4-].[Na+]>C(O)C>[CH3:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]([OH:10])[CH3:9])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 952923-Acetyl-6-methylpyridineHCID 4311764Sodium borohydride

生成物 1

HCID 101299891-(6-Methylpyridin-3-yl)ethan-1-ol収率 79.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

To a stirring solution of 1-(6-methyl-3-pyridinyl)ethanone (1.0 g, 7.4 mmol) in absolute ethanol (10 ml) at 0° C. was added sodium borohydride (0.14 g, 3.7 mmol) portionwise over 20 minutes. The reaction mixture was stirred at 0° C. for 1.5 hours before warming to room temperature. The mixture was partitioned between dichloromethane and saturated aqueous sodium hydrogen carbonate. The organic phase was dried over sodium sulphate, filtered, and evaporated in vacuo to give the crude product 1-(6-methyl-3-pyridinyl)ethanol (810 mg).

後処理

  1. temperaturebefore warming to room temperature
  2. customThe mixture was partitioned between dichloromethane and saturated aqueous sodium hydrogen carbonate
  3. dry with materialThe organic phase was dried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated in vacuo

出典と根拠

ORDレコード
ord-33d182ab243f429f93c23547167915af
出典データセット
uspto-grants-2012_05
特許番号
US08173820B2

反応ノート

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