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

HRID 23403

반응식

HRID 23403 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-a4e26d10e9de41e7b1672cfefe6736c6
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852726B2

연결된 노트

불러오는 중…