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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394890Generated: October 25, 2026

Hydrochloric Acid → 2-bromo-3-cyclohexyl-1H-indole-6-carboxylic acid

https://huagongshe.com/reaction/1394890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylateHCID 11175076—
SolventWaterHCID 962—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product2-bromo-3-cyclohexyl-1H-indole-6-carboxylic acidHCID 514261—

Reaction Steps

A solution of methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate (20 g, 60 mmol) and LiOH (3.8 g, 160 mmol) in MeOH/THF/H2O (1:1:1, 300 mL) was heated at 90° C. for 2 h. The reaction mixture was cooled in an ice/H2O bath, neutralized with 1M HCl (˜160 mL) diluted with H2O (250 mL) and stirred for 1 h at rt. The precipitates were collected by filtration rinse with H2O and dried to yield 2-bromo-3-cyclohexyl-1H-indole-6-carboxylic acid (quant.) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348425B2
Source datasetuspto-grants-2008_03
ORD IDord-8ffa9cdb235349c398deb8ceb9ab5ace
Source noteuspto-grants-2008_03