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[9-(2,5-Dichlorobenzyl)-9H-beta-carbolin-3-yl]methanol → 9-(2,5-Dichlorobenzyl)-9H-beta-carboline-3-carbaldehyde

HRID 992573
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HRID 992573 반응식
[Cl:1][C:2]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:3]=1[CH2:4][N:5]1[C:17]2[CH:16]=[N:15][C:14]([CH2:18][OH:19])=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2>[O-2].[Mn+4].[O-2].ClCCl>[Cl:1][C:2]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:3]=1[CH2:4][N:5]1[C:17]2[CH:16]=[N:15][C:14]([CH:18]=[O:19])=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2
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참가 물질

4

반응물 1

HCID 9928662[9-(2,5-Dichlorobenzyl)-9H-beta-carbolin-3-yl]methanol

생성물 1

HCID 99285579-(2,5-Dichlorobenzyl)-9H-beta-carboline-3-carbaldehyde수율 88.3%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

A 250-mL round-bottomed flask was charged with [9-(2,5-dichlorobenzyl)-9H-β-carbolin-3-yl]methanol (1.84 g, 5.1 mmol), manganese (IV) oxide (1.14 g, 13.1 mmol) and dichloromethane (60 mL). The reaction mixture was stirred at room temperature for 12 hours. The mixture was filtered, concentrated in vacuo, and the residue chromatographed (hexane:ethyl acetate=10:1), affording the title compound (1.6 g, 87% yield). 1H NMR (CDCl3) δ10.3 (s, 1H), 8.9 (s, 1H), 8.8 (s, 1H), 8.3 (d,1H), 7.7 (t, 1H), 7.5-7.4 (m, 3H), 7.2 (s, 1H), 6.6 (s, 1H), 5.7 (s, 2H), MS (Cl); 355, 357, 359.

후처리

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated in vacuo
  3. customthe residue chromatographed (hexane:ethyl acetate=10:1)

출처 및 근거

ORD 기록
ord-d67370d347344c26aa7010bf1113aa8b
출처 데이터셋
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06469021B1

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