Water → 1-Hexadecyl-4-acryloyloxymethyl-triazole

HRID 1645196

반응식

HRID 1645196 반응식
[C:1]([O:5][CH2:6][C:7]#[CH:8])(=[O:4])[CH:2]=[CH2:3].[CH2:9]([N:25]=[N+:26]=[N-:27])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].O>CN(C=O)C>[CH2:9]([N:25]1[CH:8]=[C:7]([CH2:6][O:5][C:1](=[O:4])[CH:2]=[CH2:3])[N:27]=[N:26]1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

참가 물질

5

반응물 3

HCID 962WaterHCID 82655Propargyl acrylateHCID 11230945Hexadecyl azide

생성물 1

HCID 577722611-Hexadecyl-4-acryloyloxymethyl-triazole수율 85%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Propargyl acrylate (1.10 g, 10 mmoles), hexadecyl azide (2.37 g, 10 mmoles) and tetrakis(acetonitrile)copper (I) hexafluorophosphate (74 mg, 0.2 mmoles) are dissolved in DMF (20 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 (2.95 g; yield 85%; mp 72-73° C.). 1H NMR (CDCl3, δ ppm) 7.61 (s, 1H), 6.44 (d, 1H), 6.14 (dd, 1H), 5.85 (d, 1H), 5.31 (s, 2H), 4.34 (t, 2H), 1.92 (q, 2H), 1.26 (m, 28H), 0.88 (t, 3H). 13C NMR (CDCl3, δ ppm) 166.00, 142.73, 131.39, 128.04, 123.64, 57.75, 50.43, 31.89, 30.22, 29.66, 29.65, 29.64, 29.62, 29.61, 29.56, 29.47, 29.33, 29.32, 28.95, 26.46, 22.66, 14.08. MS for C12H39N3O2 calculated 377.58; found 377.20.

후처리

  1. customprecipitated as a white crystalline solid (2.95 g; yield 85%; mp 72-73° C.)

출처 및 근거

ORD 기록
ord-c845d86b7ad2470cb2ba6c7ce3354337
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124701B2

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