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

HRID 1749531노트

반응식

HRID 1749531 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 134975473-Hydroxy-2,2-dimethylcyclohexan-1-one수율 78.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-02c226cce4294474b7142227d4fa7291
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156798B2

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