4-(Hydroxymethyl)-1-(phenylsulfonyl)-1H-indol-5-ol → 5-Hydroxy-1-(phenylsulfonyl)-1H-indole-4-carbaldehyde

HRID 2423127ノート

反応式

HRID 2423127 の反応式
[OH:1][CH2:2][C:3]1[C:11]([OH:12])=[CH:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[CH:6][N:7]2[S:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=[O:15])=[O:14]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[OH:12][C:11]1[CH:10]=[CH:9][C:8]2[N:7]([S:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)(=[O:15])=[O:14])[CH:6]=[CH:5][C:4]=2[C:3]=1[CH:2]=[O:1]

参加物

4

反応物 1

HCID 672416334-(Hydroxymethyl)-1-(phenylsulfonyl)-1H-indol-5-ol2 回

生成物 1

HCID 866217145-Hydroxy-1-(phenylsulfonyl)-1H-indole-4-carbaldehyde収率 45.8%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

4-(Hydroxymethyl)-1-(phenylsulfonyl)-1H-indol-5-ol (Intermediate 9, 439 mg, 1.45 mmol) was dissolved in dry DCM (25 mL) and manganese dioxide (0.75 g, 8.7 mmol) was added all in one portion. The reaction mixture was stirred for 2 hours at room temperature and the mixture was filtered through a pad of silica gel. The filtrate was washed with water (1×), dried (MgSO4) and evaporated to give 0.2 g of an orange solid. MS m/z 302 [M+H]+.

後処理

  1. filtrationthe mixture was filtered through a pad of silica gel
  2. washThe filtrate was washed with water (1×)
  3. dry with materialdried (MgSO4)
  4. customevaporated

出典と根拠

ORDレコード
ord-eea1c31999ab4cfab4aebdc1df0b6da0
出典データセット
uspto-grants-2011_06
特許番号
US07960374B2

反応ノート

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