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HCID 12979373, 화합물 → 3,7-Dimethyl-1H-indole-2-carbaldehyde

HRID 2097176
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HRID 2097176 반응식
[CH3:1][C:2]1[C:10]2[C:5](=[C:6]([CH3:11])[CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[CH2:12][OH:13]>ClCCl.[O-2].[O-2].[Mn+4]>[CH3:1][C:2]1[C:10]2[C:5](=[C:6]([CH3:11])[CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[CH:12]=[O:13]
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참가 물질

4

반응물 1

HCID 12979373HCID 12979373, 화합물

생성물 1

HCID 177509263,7-Dimethyl-1H-indole-2-carbaldehyde수율 46.2%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

A mixture of (3,7-dimethyl-1H-indol-2-yl)methanol (440 mg, 2.5 mmol) and manganese dioxide (1.09 g, 12.5 mmol) in dichloromethane (15 mL) was stirred overnight at rt. The mixture was filtered and evaporated. The crude was chromatographed over silica gel eluting with ethyl acetate/hexane (5% and 7.5%) to afford the title compound (200 mg, 46%). 1H NMR (400 MHz, CDCl3) δ 10.00 (s, 1H), 8.75 (s, 1H), 7.51 (d, J=7.2 Hz, 1H), 7.15 (d, J=7.4 Hz, 1H), 7.05 (t, J=7.3 Hz, 1H), 2.61 (s, 3H), 2.45 (s, 3H).

후처리

  1. filtrationThe mixture was filtered
  2. customevaporated
  3. customThe crude was chromatographed over silica gel eluting with ethyl acetate/hexane (5% and 7.5%)

출처 및 근거

ORD 기록
ord-8500ad7e75ef4b818eb62592944e0787
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08450307B2

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