3-Hydroxymethylchrysene → Chrysene-3-carbaldehyde

HRID 1193738

反応式

HRID 1193738 の反応式
[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

参加物

3

反応物 1

HCID 155993273-Hydroxymethylchrysene

生成物 1

HCID 15599326Chrysene-3-carbaldehyde収率 89%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-56427dffac7d476889d326c4fac53d9b
出典データセット
uspto-grants-1989_03
特許番号
US04810727

関連ノート

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