3-Hydroxymethylchrysene → Chrysene-3-carbaldehyde

HRID 1193738

반응식

HRID 1193738 반응식
[OH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:7]=[CH:8][C:9]3[C:18]([C:19]=2[CH:20]=1)=[CH:17][CH:16]=[C:15]1[C:10]=3[CH:11]=[CH:12][CH:13]=[CH:14]1>C(Cl)Cl>[CH:5]1[C:6]2[CH:7]=[CH:8][C:9]3[C:18](=[CH:17][CH:16]=[C:15]4[C:10]=3[CH:11]=[CH:12][CH:13]=[CH:14]4)[C:19]=2[CH:20]=[C:3]([CH:2]=[O:1])[CH:4]=1

참가 물질

3

반응물 1

HCID 155993273-Hydroxymethylchrysene

생성물 1

HCID 15599326Chrysene-3-carbaldehyde수율 89%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-Hydroxymethylchrysene (19F, 14.6 g, 0.057 mol) in CH2Cl2 (2 L) was treated with BaMnO4 (Aldrich, 29 g, 0.113 mol) and refluxed for 15 h. The reaction mixture was filtered, the solvent removed, and the resulting solid eluted through a plug of SiO2 (500 g) using PhCH3 as the eluting solvent. The appropriate fractions were combined and concentrated to 75 mL. Filtration and drying of the precipitate which formed gave 12.88 g (89%) of chrysene-3-carbaldehyde mp 177°-177.5°, (C, H).

후처리

  1. temperaturerefluxed for 15 h
  2. filtrationThe reaction mixture was filtered
  3. customthe solvent removed
  4. washthe resulting solid eluted through a plug of SiO2 (500 g)
  5. concentrationconcentrated to 75 mL
  6. filtrationFiltration
  7. customdrying of the precipitate which
  8. customformed

출처 및 근거

ORD 기록
ord-56427dffac7d476889d326c4fac53d9b
출처 데이터셋
uspto-grants-1989_03
특허 번호
US04810727

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