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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2054501Generated: October 26, 2026

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

https://huagongshe.com/reaction/2054501

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 numberUS07329675B2
Source datasetuspto-grants-2008_02
ORD IDord-88be75adfce14a1db390f3868cb40634
Source noteuspto-grants-2008_02