Acrylonitrile → N-(2-cyanoethyl)-N',N'-dimethyl-1,4-diaminobutane

HRID 3087

反応式

HRID 3087 の反応式
[C:1](#[N:4])[CH:2]=[CH2:3].[CH3:5][N:6]([CH3:12])[CH2:7][CH2:8][CH2:9][CH2:10][NH2:11]>CO>[C:1]([CH2:2][CH2:3][NH:11][CH2:10][CH2:9][CH2:8][CH2:7][N:6]([CH3:12])[CH3:5])#[N:4]

参加物

4

反応物 2

HCID 7855AcrylonitrileHCID 770634-Dimethylaminobutylamine

生成物 1

HCID 18934680N-(2-cyanoethyl)-N',N'-dimethyl-1,4-diaminobutane収率 80%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
0 °C

実験手順

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).

後処理

  1. customEvaporation of the solvent in vacuo

出典と根拠

ORDレコード
ord-84edcdeb710843f298afe85eff4bc91e
出典データセット
uspto-grants-1998_03
特許番号
US05733899

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