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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14181Generated: October 25, 2026

Hydrochloric Acid → 1-butyl-4-cyano-1H-indole-6-carboxylic acid

https://huagongshe.com/reaction/14181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 1-butyl-4-cyano-1H-indole-6-carboxylateHCID 21086135—
SolventMethanolHCID 887—
Product1-butyl-4-cyano-1H-indole-6-carboxylic acidHCID 210851704.5%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a mixture of methyl 1-butyl-4-cyano-1H-indole-6-carboxylate (10.5 g) in methanol (15 mL) was added 1N NaOH (3.0 mL). The mixture was heated at 40° C. for 2 h then cooled to room temperature. The mixture was poured into 1N HCl and extracted into ethyl acetate. The ethyl acetate extract was dried over anhydrous magnesium sulfate and concentrated to give 0.45 g of the title compound: 1H NMR (CDCl3) δ 0.973, 1.38, 1.88, 4.27, 6.79, 7.48, 8.24, 8.38.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727997B2
Source datasetuspto-grants-2010_06
ORD IDord-c3ce087efd184b318578b9500d7aca1a
Source noteuspto-grants-2010_06