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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2242346Generated: October 25, 2026

Sodium Hydroxide → 5-chloro-1-(3-methylbenzyl)-1H-indole-2-carboxylic acid

https://huagongshe.com/reaction/2242346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant5-chloro-1-(3-methylbenzyl)-1H-indole-2-carboxylic acid ethyl esterHCID 68547855—
SolventEthanolHCID 702—
Product5-chloro-1-(3-methylbenzyl)-1H-indole-2-carboxylic acidHCID 6854417996.9%

Reaction Conditions

Temperature45 °C

Reaction Steps

A solution of 4M aqueous sodium hydroxide (0.29 ml) was added to a solution of 5-chloro-1-(3-methylbenzyl)-1H-indole-2-carboxylic acid ethyl ester (2.90 g, 8.85 mmol) in ethanol (30 ml) and the reaction heated at 45° C. for 3 h. After concentrating the mixture to 5 ml, a solution of 2M aqueous HCl (2 ml) was added to precipitate the product as a pale solid which was filtered, washed with water (3×30 ml) and dried under vacuum, to afford 5-chloro-1-(3-methylbenzyl)-1H-indole-2-carboxylic acid (2.57 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07671080B2
Source datasetuspto-grants-2010_03
ORD IDord-3645d728a7ed4f43ae7c23793e6c9011
Source noteuspto-grants-2010_03