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

HRID 846343노트

반응식

HRID 846343 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 865243-Hydroxy-3-phenylpropanenitrile

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 962Water용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-c201372b795a439796f5ddf38bd5454f
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05136079

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