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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 128869Generated: October 31, 2026

Water → 3-Phenyl-1-(p-toluenesulfonyl)indole-2-carboxylic acid

https://huagongshe.com/reaction/128869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrichloroacetic AcidHCID 6421—
Reactantt-Butyl 3-phenyl-1-(p-toluenesulfonyl)indole-2-carboxylateHCID 18688802—
SolventDichloromethaneHCID 6344—
Product3-Phenyl-1-(p-toluenesulfonyl)indole-2-carboxylic acidHCID 1868878494.2%

Reaction Steps

To a stirred solution of 2.55 g of compound J in 10 cc of methylene chloride was added 2.20 g of trichloroacetic acid under ice-cooling and the mixture was stirred for 16 hours. Water was added to the reaction mixture, the desired compound was extracted with ethyl acetate. The extract was dried over magnesium sulfate and distilled to remove the solvent. The crude product thus obtained was purified by a silica gel column chromatography (eluent: ethyl acetate/hexane=3/7) to obtain 2.10 g of 3-phenyl-1-(p-toluenesulfonyl)indole-2-carboxylic acid. Yield: 94.1%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05464863
Source datasetuspto-grants-1995_11
ORD IDord-b4a3272094b04cfbb7c837b9c034f8db
Source noteuspto-grants-1995_11