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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589352Generated: October 29, 2026

Methanol → 2-[3-[4-(4-chlorobenzamido)benzyl]-2-methyl-1H-indol-1-yl]acetic acid

https://huagongshe.com/reaction/589352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactantethyl 2-[3-[4-(4-chlorobenzamido)benzyl]-2-methyl-1H-indol-1-yl]acetateHCID 90449096—
SolventWaterHCID 962—
Product2-[3-[4-(4-chlorobenzamido)benzyl]-2-methyl-1H-indol-1-yl]acetic acidHCID 7157171395.9%

Reaction Steps

Into a dry reaction vessel, ethyl 2-[3-[4-(4-chlorobenzamido)benzyl]-2-methyl-1H-indol-1-yl]acetate (580 mg, 1.26 mmol), lithium hydroxide monohydrate (159 mg, 3.79 mmol), 10 mL tetrahydrofuran, 10 mL methanol, 10 mL water were weighed, and stirred at room temperature for 1 h. The reaction was monitored to be complete by TLC. The solvent was rotate evaporated. It was adjusted to pH=3-4 with 2 N HCl solution. It was filtered, and the filter cake was washed with 20 mL methanol to obtain the product as a white solid 523 mg, at a yield of 95.9%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233098B2
Source datasetuspto-grants-2016_01
ORD IDord-144ca34f7610447fa7fc6727cf997337
Source noteuspto-grants-2016_01