Sodium borohydride → 1-Phenylcyclohexanemethanol

HRID 2169288

反応式

HRID 2169288 の反応式
[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

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 149226061-Phenylcyclohexane-1-carbaldehyde

生成物 1

HCID 1985171-Phenylcyclohexanemethanol収率 91.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-66f33b7649ef455c9f5dea3a4d18ecd7
出典データセット
uspto-grants-2015_06
特許番号
US09045486B2

関連ノート

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