2,2-Dimethyl-1,3-cyclohexanedione → 3-Hydroxy-2,2-dimethylcyclohexan-1-one

HRID 1749531ノート

反応式

HRID 1749531 の反応式
[CH3:1][C:2]1([CH3:10])[C:7](=[O:8])[CH2:6][CH2:5][CH2:4][C:3]1=[O:9].[BH4-].[Na+]>CO>[OH:9][CH:3]1[CH2:4][CH2:5][CH2:6][C:7](=[O:8])[C:2]1([CH3:10])[CH3:1]

参加物

4

反応物 2

HCID 5509672,2-Dimethyl-1,3-cyclohexanedioneHCID 4311764Sodium borohydride

生成物 1

HCID 134975473-Hydroxy-2,2-dimethylcyclohexan-1-one収率 78.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 2,2-dimethylcyclohexane-1,3-dione (2.00 g, 14.3 mmol) in MeOH (20 mL) was added sodium borohydride (135 mg, 3.58 mmol) portion-wise at 0° C. The resulting solution was stirred at room temperature for 1 hour. The reaction was quenched with water and the mixture was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated to afford the title compound (1.6 g, crude). MS (ESI) m/z 143.2 [M+H]+.

後処理

  1. customThe reaction was quenched with water
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-02c226cce4294474b7142227d4fa7291
出典データセット
uspto-grants-2015_10
特許番号
US09156798B2

反応ノート

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