Azidobenzene → HCID 57772258, 화합물

HRID 1645197

반응식

HRID 1645197 반응식
[C:1]([O:5][CH2:6][C:7]#[CH:8])(=[O:4])[CH:2]=[CH2:3].[C:9]1([N:15]=[N+:16]=[N-:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>CN(C=O)C.O>[C:9]1([N:15]2[CH:8]=[C:7]([CH2:6][O:5][C:1](=[O:4])[CH:2]=[CH2:3])[N:17]=[N:16]2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

참가 물질

5

반응물 2

HCID 69319AzidobenzeneHCID 82655Propargyl acrylate

생성물 1

HCID 57772258HCID 57772258, 화합물수율 89%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Propargyl acrylate (13.5 g, moles), phenyl azide (12.5 g, moles) and tetrakis(acetonitrile)copper (I) hexafluorophosphate (0.84 g, 2.3 mmoles) are dissolved in DMF (100 ml) and stirred at room temperature under nitrogen for 24 hours. The reaction mixture is poured in water and the product is extracted with ethyl acetate. The solvent is distilled under reduced pressure, and mixed with diethyl ether wherefrom the product crystallized as an off-white, crystalline solid (23 g; yield 89%; mp 55-56° C.). 1H NMR (CDCl3, δ ppm) 8.08 (s, 1H), 7.72 (d, 2H), 7.51 (t, 2H), 7.44 (q, qH), 6.48 (d, 1H), 6.17 (q, 1H), 5.88 (d, 1H), 5.50 (s, 2H). 13C NMR (CDCl3, δ ppm) 165.9, 143.4, 136.8, 131.5, 129.7, 128.8, 127.8, 122.1, 120.5, 57.5.

후처리

  1. extractionthe product is extracted with ethyl acetate
  2. distillationThe solvent is distilled under reduced pressure
  3. additionmixed with diethyl ether wherefrom the product
  4. customcrystallized as an off-white, crystalline solid (23 g; yield 89%; mp 55-56° C.)

출처 및 근거

ORD 기록
ord-ae5f092d18ea4521940072c951c7de78
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124701B2

연결된 노트

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