Dimethyl Sulfoxide → (4-Vinylphenyl)acetonitrile

HRID 11973

反応式

HRID 11973 の反応式
[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Cl)=[CH:5][CH:4]=1)=[CH2:2].CS(C)=O.[C-:15]#[N:16].[K+]>O>[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7][C:15]#[N:16])=[CH:5][CH:4]=1)=[CH2:2]

参加物

5

反応物 3

HCID 679Dimethyl SulfoxideHCID 9032Potassium CyanideHCID 74126p-Vinylbenzyl chloride

生成物 1

HCID 3944539(4-Vinylphenyl)acetonitrile

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 22.2 g 4-vinyl benzylchloride (0.131 mol), 60 mL dimethylsulfoxide, and 12.8 g potassium cyanide (0.196 mol) was stirred at room temperature for 17 hours. The mixture was poured into 500 mL water and extracted several times with ethyl acetate. The combined organic layers were washed with brine and concentrated under vacuum. The crude red oil was purified by column chromatography on silica gel using 7/93 ethyl acetate/hexane to give 4-vinylbenzylcyanide, a yellow oil (18.03 g, 96%).

後処理

  1. extractionextracted several times with ethyl acetate
  2. washThe combined organic layers were washed with brine
  3. concentrationconcentrated under vacuum
  4. customThe crude red oil was purified by column chromatography on silica gel using 7/93 ethyl acetate/hexane

出典と根拠

ORDレコード
ord-fedfeb7246d14800a6bb242376675b00
出典データセット
uspto-grants-2006_08
特許番号
US07098525B2

関連ノート

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