Sodium sulfate decahydrate → 2-(5-chloro-3-methylsulfanyl-1H-indol-2-yl)-ethanol

HRID 23403

反応式

HRID 23403 の反応式
C[O:2][C:3](=O)[CH2:4][C:5]1[NH:6][C:7]2[C:12]([C:13]=1[S:14][CH3:15])=[CH:11][C:10]([Cl:16])=[CH:9][CH:8]=2.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>CCOCC>[Cl:16][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[NH:6][C:5]([CH2:4][CH2:3][OH:2])=[C:13]2[S:14][CH3:15]

参加物

5

反応物 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 69545956(5-chloro-3-methylsulfanyl-1H-indol-2-yl)-acetic acid methyl ester

生成物 1

HCID 225741032-(5-chloro-3-methylsulfanyl-1H-indol-2-yl)-ethanol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To a solution of (5-chloro-3-methylsulfanyl-1H-indol-2-yl)-acetic acid methyl ester (0.252 g, 0.93 mmole) in ether (10 ml) was added 0.93 ml of a 1M solution of lithium aluminum hydride in ether at room temperature. The reaction mixture was stirred for 15 minutes, after which time sodium sulfate decahydrate (1 g) was cautiously added. The reaction mixture was stirred for an hour at room temperature, filtered, and the filtrate evaporated to dryness. The crude alcohol was purified by column chromatography (silica gel) using 7:3 hexane:ethyl acetate as the eluting solvent. The pure 2-(5-chloro-3-methylsulfanyl-1H-indol-2-yl)-ethanol was isolated as a pale solid (0.191 g, 84% yield).

後処理

  1. stirringThe reaction mixture was stirred for an hour at room temperature
  2. filtrationfiltered
  3. customthe filtrate evaporated to dryness
  4. customThe crude alcohol was purified by column chromatography (silica gel)

出典と根拠

ORDレコード
ord-a4e26d10e9de41e7b1672cfefe6736c6
出典データセット
uspto-grants-2005_02
特許番号
US06852726B2

関連ノート

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