Water → 1-Dodecyl-4-acryloyloxymethyl-triazole

HRID 1645195

반응식

HRID 1645195 반응식
[C:1]([O:5][CH2:6][C:7]#[CH:8])(=[O:4])[CH:2]=[CH2:3].[CH2:9]([N:21]=[N+:22]=[N-:23])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].O>CN(C=O)C>[CH2:9]([N:21]1[CH:8]=[C:7]([CH2:6][O:5][C:1](=[O:4])[CH:2]=[CH2:3])[N:23]=[N:22]1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

참가 물질

5

반응물 3

HCID 962WaterHCID 82655Propargyl acrylateHCID 109983181-Azidododecane

생성물 1

HCID 461850231-Dodecyl-4-acryloyloxymethyl-triazole수율 95%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Propargyl acrylate (13 g, 0.118 mmoles), dodecyl azide (22.3 g, 0.118 mmoles) and tetrakis(acetonitrile)copper (I) hexafluorophosphate (0.75 g, 2 mmoles) are dissolved in DMF (200 ml) and stirred at room temperature under nitrogen for 24 hours. The reaction mixture is poured into water wherefrom the product precipitated as a white crystalline solid (33.5 g; yield 95%; mp 50-52° C.). 1H NMR (CDCl3, δ ppm) 7.78 (broad, 1H), 6.42 (d, 1H), 6.16 (dd, 1H), 5.82 (d, 1H), 5.30 (s, 2H), 4.32 (t, 2H), 1.92 (t, 2H), 1.28 (m, 20H), 0.88 (t, 3H). 13C NMR (CDCl3, δ ppm) 165.7, 142.4, 131.1, 127.9, 123.5, 57.6, 57.5, 50.2, 31.7, 30.1, 29.4, 29.3, 29.2, 29.1, 28.8, 26.3, 22.4, 13.9.

후처리

  1. customprecipitated as a white crystalline solid (33.5 g; yield 95%; mp 50-52° C.)

출처 및 근거

ORD 기록
ord-d887be812621493c87b737e42ab2e304
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124701B2

연결된 노트

불러오는 중…