Toluene → Chrysene-2-carbaldehyde

HRID 1193741

반응식

HRID 1193741 반응식
[OH:1][CH2:2][C:3]1[CH:20]=[CH:19][C:18]2[C:17]3[C:8](=[C:9]4[C:14](=[CH:15][CH:16]=3)[CH:13]=[CH:12][CH:11]=[CH:10]4)[CH:7]=[CH:6][C:5]=2[CH:4]=1.C1(C)C=CC=CC=1>C(Cl)Cl>[CH:4]1[C:5]2[CH:6]=[CH:7][C:8]3[C:17](=[CH:16][CH:15]=[C:14]4[C:9]=3[CH:10]=[CH:11][CH:12]=[CH:13]4)[C:18]=2[CH:19]=[CH:20][C:3]=1[CH:2]=[O:1]

참가 물질

4

반응물 2

HCID 1140TolueneHCID 155993232-Hydroxymethylchrysene

생성물 1

HCID 15599322Chrysene-2-carbaldehyde수율 88%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2-Hydroxymethylchrysene (20C, 8.0 g, 0.031 mol) in CH2Cl2 (2.5 L) was treated with BaMnO4 (Aldrich, 15.9 g, 0.062 mol) and refluxed for 12 h. The reaction mixture was filtered, and concentrated to give a solid, which was then passed through a plug of SiO2 (500 g) using PhCH3 as the eluting solvent. The appropriate fractions were combined and the volume reduced to 75 mL to afford 6.98 g (88%) of chrysene-2-carbaldehyde mp 215°-216.5°, (C, H).

후처리

  1. temperaturerefluxed for 12 h
  2. filtrationThe reaction mixture was filtered
  3. concentrationconcentrated
  4. customto give a solid, which

출처 및 근거

ORD 기록
ord-23a8089684ec47f5ba642666851d932d
출처 데이터셋
uspto-grants-1989_03
특허 번호
US04810727

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