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Benzenepropanal → HCID 5368481, 화합물

HRID 1457717
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HRID 1457717 반응식
[CH:1](=O)[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:11][O:12][C:13](=[O:34])[CH:14]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>C1COCC1>[C:4]1([CH2:3][CH2:2]/[CH:1]=[CH:14]/[C:13]([O:12][CH3:11])=[O:34])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7707BenzenepropanalHCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester

생성물 1

HCID 5368481HCID 5368481, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of hydrocinnamaldehyde (13.42 g, 0.1 mol) and methyl(triphenylphosphoranylidene)acetate (33.44 g, 0.1 mol) in THF was stirred at reflux for 20 hours. The reaction mixture was concentrated under vacuum and the residue was purified by flash chromatography using hexane:EtOAc::9:1. The desired product was obtained as a clear, pale yellow oil (8.0 g, 0.042 mol, 42%); 1H NMR (300 MHz, CDCl3) δ 7.3-7.2 (m, 2H), 7.2-7.1 (m, 3H), 7.1-6.9 (m, 1H), 5.85 (d, 1H, J=5.8 Hz), 3.75 (s, 3H), 2.8 (t, 2H, J=7.7 Hz), 2.55 (q, 2H, J=7.4 Hz); MS (NH3 -DCI) 191 (M+H)+.

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후처리

  1. temperatureat reflux for 20 hours
  2. concentrationThe reaction mixture was concentrated under vacuum
  3. customthe residue was purified by flash chromatography

출처 및 근거

ORD 기록
ord-30ab42a9bf7c4aeb98bb1d1d3ae12491
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05849736

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