4-tert-Butylcyclohexylmethanol → Cyclohexanecarboxaldehyde, 4-(1,1-dimethylethyl)-

HRID 653970

反応式

HRID 653970 の反応式
[CH3:1][C:2]([CH:5]1[CH2:10][CH2:9][CH:8]([CH2:11][OH:12])[CH2:7][CH2:6]1)([CH3:4])[CH3:3].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[CH3:4][C:2]([CH:5]1[CH2:6][CH2:7][CH:8]([CH:11]=[O:12])[CH2:9][CH2:10]1)([CH3:1])[CH3:3]

参加物

4

反応物 2

HCID 827594-tert-ButylcyclohexylmethanolHCID 178418287HCID 178418287、化合物

生成物 1

HCID 88655Cyclohexanecarboxaldehyde, 4-(1,1-dimethylethyl)-収率 87%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4-(1,1-dimethylethyl)cyclohexanemethanol (1.0 g, 5.9 mmol) in CH2Cl2 (distilled from CaH2) (43 mL) were added at room temperature under argon anhydrous NaOAc (3.84 g, 46.8 mmol). After stirring at room temperature for 5 minutes pyridinium chlorochromate (3.84 g, 17.8 mmol) was added and after stirring for 1 h at room temperature, the reaction was quenched by addition of ethyl ether (200 mL). The crude reaction was filtered through a Fluorasil column to give crude 4-(1,1-dimethylethyl)cyclohexanecarboxaldehyde (0.862 g, 5.12 mmol) as a mixture of trans and cis isomer in 87% yield.

後処理

  1. additionwas added
  2. customthe reaction was quenched by addition of ethyl ether (200 mL)
  3. customThe crude reaction
  4. filtrationwas filtered through a Fluorasil column

出典と根拠

ORDレコード
ord-021c9bf670ac429fbcb55df8c935b3f3
出典データセット
uspto-grants-1992_07
特許番号
US05128448

関連ノート

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