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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392214Generated: October 26, 2026

Hydrochloric Acid → 1-Cyclohexylmethyl-3-methyl-1H-indole-6-carboxylic acid

https://huagongshe.com/reaction/392214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
Reactantmethyl 1-cyclohexylmethyl-3-methyl-1H-indole-6-carboxylateHCID 22663183—
SolventMethanolHCID 887—
Product1-Cyclohexylmethyl-3-methyl-1H-indole-6-carboxylic acidHCID 2266338985.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of methyl 1-cyclohexylmethyl-3-methyl-1H-indole-6-carboxylate [9.0 g, Reference Example 29(a)] and lithium hydroxide (8.0 g) in aqueous methanol (300 ml, 1:2, v/v) was heated at 70° C. for 4 hours. The reaction mixture was cooled to room temperature, then acidified by addition of dilute hydrochloric acid and then extracted three times with ethyl acetate (150 ml). The combined extracts were dried over sodium sulphate then evaporated to give the title compound as a white solid (7.3 g). M+271.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06800645B1
Source datasetuspto-grants-2004_10
ORD IDord-67e5b10e79ba4e80bbec0a5fd3a55a79
Source noteuspto-grants-2004_10