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1-(phenylsulfonyl)-1H-indole-2-carboxylic acid ethyl ester synthesis

8synthesis methods
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Yield:40899-92-1 84%

Reaction Conditions:

Stage #1: 2-carbethoxyindolewith sodium hydride in N,N-dimethyl-formamide at 0; for 0.166667 h;
Stage #2: benzenesulfonyl chloride in N,N-dimethyl-formamide; for 1.5 h;

Steps:

3.1 Preparation of ethyl 1-(phenylsulfonyl)-1H-indole-2-carboxylate

100 mg (0.53 mmol) of ethyl 1H-indole-2-carboxylate and 32 mg (0.79 mmol) of sodium hydride were dissolved in 2 ml of DMF, stirred at 0 ° C for 10 minutes,136 ul (1.06 mmol) of van gentyl sulfonyl chloride was added and stirred for 1 hour and 30 minutes. After completion of the reaction, the mixture was extracted with 75 ml of ethyl acetate, washed with saturated sodium chloride solution and water, and dried over anhydrous sodium sulfate.The filtrate concentrated under reduced pressure was purified by column chromatography (normal nucleic acid: ethyl acetate = 15: 1, v / v) to obtain 148 mg (0.44 mmol) of the target compound as a white solid in 84% yield.

References:

KR101725451,2017,B1 Location in patent:Paragraph 0319-0321