Реакция #3183

ord-84edcdeb710843f298afe85eff4bc91e

Уравнение реакции

C=CC#N
acrylonitrile
CN(C)CCCCN
N,N-dimethyl-1,4-diaminobutane
CN(C)CCCCNCCC#N
N-(2-cyanoethyl)-N',N'-dimethyl-1,4-diaminobutane
Выход 80.0%

Реагенты

Нет

Растворители

Условия реакции

Температура
0°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеEvaporation of the solvent in vacuo

Методика

A solution of acrylonitrile (1.17 g, 22.07 mmol) in methanol (1.0 ml) was added dropwise to a solution of N,N-dimethyl-1,4-diaminobutane 322 (2.1 g, 18.42 mmol) in methanol (1.0 ml) at 0° C., and the mixture was stirred at 0° C. for sixteen hours. Evaporation of the solvent in vacuo afforded almost pure N-(2-cyanoethyl)-N',N'-dimethyl-1,4-diaminobutane 323 as a colorless oil (2.5 g, 80% yield based on 322). 1H NMR (400 MHz, CDCl3) δ: 1.45 (4H, m, --CH2 --CH2 --CH2 --CH2 --), 2.15 (6H, s, --N(CH3)2), 2.22 (2H, t, --CH2N), 2.47 (2H, t, --CH2CH2CN), 2.60 (2H, t, --CH2CH2NH--), 2.88 (2H, t, --CH2CH2NH--), 3.37 (1H, s, --NH).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05733899uspto-grants-1998_03