Water → 2-(4-(Methylthio)phenyl)acetonitrile

HRID 1359482ノート

反応式

HRID 1359482 の反応式
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Cl)=[CH:5][CH:4]=1.[C-:11]#[N:12].[Na+].O>C1(C)C=CC=CC=1.[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][C:11]#[N:12])=[CH:5][CH:4]=1

参加物

6

反応物 3

HCID 962Water2 回HCID 8929Sodium CyanideHCID 701281-(Chloromethyl)-4-(methylthio)benzene

生成物 1

HCID 27600872-(4-(Methylthio)phenyl)acetonitrile収率 100.5%

試薬・触媒・溶媒 2

HCID 70681Tetrabutylammonium Chloride触媒HCID 1140Toluene溶媒2 回

反応条件

温度
82.5 °C

実験手順

Under an atmosphere of nitrogen, 25.9 g (150 mmol) of 4-(methylthio)benzyl chloride were dissolved in 45.5 g of toluene. 9.29 g (180 mmol) of sodium cyanide, 0.92 g (2.9 mmol) of tetrabutylammonium chloride and 14.4 g of water were then added. The mixture was stirred at 80-85° C. for 2 h. The reaction mixture was admixed with 30 g of toluene and 45 g of water, the aqueous phase was decanted off and the organic phase was concentrated. This gave a residue of 24.6 g of the title product in a yield of >95% (according to NMR) in the form of a pink solid.

後処理

  1. customthe aqueous phase was decanted off
  2. concentrationthe organic phase was concentrated

出典と根拠

ORDレコード
ord-5d20e59d26884dacb8738d998af5841b
出典データセット
uspto-grants-2003_07
特許番号
US06600046B2

反応ノート

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