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

HRID 846343Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 846343
[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

Komponenten

6

Edukt 3

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

Produkt 1

HCID 865243-Hydroxy-3-phenylpropanenitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 74236Tetrabutylammonium BromideKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-c201372b795a439796f5ddf38bd5454f
Quelldatensatz
uspto-grants-1992_08
Patentnummer
US05136079

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