(1-(4-Fluorobenzyl)-5-methanesulfonylindol-2-yl)-methanol → 1-(4-Fluorobenzyl)-5-methanesulfonylindole-2-carbaldehyde

HRID 1814109

反応式

HRID 1814109 の反応式
[F:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:13][CH:14]=3)[CH:9]=[C:8]2[CH2:20][OH:21])=[CH:4][CH:3]=1>ClCCl.[O-2].[O-2].[Mn+4]>[F:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([S:16]([CH3:19])(=[O:17])=[O:18])=[CH:13][CH:14]=3)[CH:9]=[C:8]2[CH:20]=[O:21])=[CH:4][CH:3]=1

参加物

4

反応物 1

HCID 22504394(1-(4-Fluorobenzyl)-5-methanesulfonylindol-2-yl)-methanol

生成物 1

HCID 225043741-(4-Fluorobenzyl)-5-methanesulfonylindole-2-carbaldehyde収率 88.4%

試薬・触媒・溶媒 2

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

実験手順

To a solution of lithium aluminum hydride (366 mg) in tetrahydrofuran (20 ml), a solution of 1-(4-fluorobenzyl)-5-methanesulfonylindole-2-carboxylic acid methyl ester obtained in Example 27 (3) (1.86 g) in tetrahydrofuran (20 ml) was added dropwise at 0° C. under nitrogen atmosphere and the mixture was stirred at the same temperature for 30 minutes. The reaction solution was poured into water, filtered through Celite and extracted with chloroform. The organic layer was washed with water and dried. The solvent was distilled off under reduced pressure to obtain (1-(4-fluorobenzyl)-5-methanesulfonylindol-2-yl)-methanol (1.8 g). To a solution of the resulting alcohol (1.8 g) in dichloromethane (100 ml) was added manganese dioxide (15.3 g) at 15 to 30° C. and the mixture was stirred at the same temperature for 30 minutes. The reaction solution was filtered through Celite. The solvent was distilled off under reduced pressure to obtain 1.5 g (88.4%) of the desired product as a yellow powder.

後処理

  1. filtrationThe reaction solution was filtered through Celite
  2. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-0e3f9ac92a32465a93156d53b64aa0ac
出典データセット
uspto-grants-2005_04
特許番号
US06875770B2

関連ノート

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