1,2-Dichloroethane → 3-Hydroxy-3-phenylpropanenitrile

HRID 846343ノート

反応式

HRID 846343 の反応式
[CH2:1]1[O:9][CH:2]1[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.ClCCCl.[C-:14]#[N:15].[K+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.O>[C:3]1([CH:2]([OH:9])[CH2:1][C:14]#[N:15])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

6

反応物 3

HCID 111,2-DichloroethaneHCID 7276Styrene OxideHCID 9032Potassium Cyanide

生成物 1

HCID 865243-Hydroxy-3-phenylpropanenitrile

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 962Water溶媒

実験手順

The procedure of Experiment 1 was repeated employing 1.0 g of racemic styrene oxide, 4 ml of 1,2-dichloroethane, 2 ml of water, 596 mg of potassium cyanide, and 267 mg of tetrabutylammonium bromide. After 6 hours of heating at reflux, the reaction mixture was cooled and worked up extracting with methylene chloride. Proton nuclear magnetic resonance analysis indicated the desired product contaminated with the phase transfer catalyst.

後処理

  1. temperatureAfter 6 hours of heating
  2. temperatureat reflux
  3. temperaturethe reaction mixture was cooled
  4. extractionworked up extracting with methylene chloride

出典と根拠

ORDレコード
ord-c201372b795a439796f5ddf38bd5454f
出典データセット
uspto-grants-1992_08
特許番号
US05136079

反応ノート

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