Acrylonitrile → Propanenitrile, 3-[2-(dimethylamino)ethoxy]-

HRID 223267Notes

Reaction equation

HRID 223267 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[CH3:5][N:6]([CH3:10])[CH2:7][CH2:8][OH:9]>>[N:6]([CH2:7][CH2:8][O:9][CH2:3][CH2:2][C:1]#[N:4])([CH3:10])[CH3:5]

Participants

3

Reactant 2

HCID 7855AcrylonitrileHCID 79022-(Dimethylamino)ethanol

Product 1

HCID 89692Propanenitrile, 3-[2-(dimethylamino)ethoxy]-

Procedure

244 g of acrylonitrile are added dropwise to 356.5 g of 2-dimethylaminoethanol and 5 ml of Triton B in the course of 15 minutes. In the course of the ensuing exothermic reaction the mixture warms from room temperature to 75° C. While adding a further 5 ml of Triton B, the mixture is heated for 8 hours to 95° C. and then distilled. Yield: 451.4 g (79.4%) of analytically pure product (analysis by gas chromatography); b.p. 102° C./8 torr.

Workup

  1. customIn the course of the ensuing exothermic reaction the mixture
  2. customwarms from room temperature to 75° C
  3. additionWhile adding a further 5 ml of Triton B
  4. temperaturethe mixture is heated for 8 hours to 95° C.
  5. distillationdistilled

Sources & evidence

ORD record
ord-2d059d81a956416086648feef76e2d56
Source dataset
uspto-grants-1982_10
Patent number
US04352913

Reaction notes

Loading…