Sodium borohydride → 1-Phenylcyclohexanemethanol

HRID 2169288

반응식

HRID 2169288 반응식
[C:1]1([C:7]2([CH:13]=[O:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>CO>[C:1]1([C:7]2([CH2:13][OH:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 149226061-Phenylcyclohexane-1-carbaldehyde

생성물 1

HCID 1985171-Phenylcyclohexanemethanol수율 91.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of 1-phenyl-cyclohexanecarbaldehyde (250) (16.4 g, 87.1 mmol) in methanol (200.0 mL) was added NaBH4 (6.62 g, 174.2 mmol) portion-wise at 0° C. The reaction mixture was then stirred at room temperature for 2 h. After completion of the reaction, the solvent was concentrated and the crude product was extracted with ethyl acetate. The organic layer was then washed with water and brine and dried over sodium sulfate and concentrated under reduced pressure to get (1-phenyl-cyclohexyl)-methanol (251) (15.2 g, 91.7%) as a white solid which was sufficiently pure to be used for the next step.

후처리

  1. customAfter completion of the reaction
  2. concentrationthe solvent was concentrated
  3. extractionthe crude product was extracted with ethyl acetate
  4. washThe organic layer was then washed with water and brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-66f33b7649ef455c9f5dea3a4d18ecd7
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09045486B2

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