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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 915442Generated: October 26, 2026

Hydrochloric Acid → 6-Benzyloxy-4-methyl-1H-indole-2-carboxylic acid

https://huagongshe.com/reaction/915442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium HydroxideHCID 14797—
Reactant6-benzyloxy-4-methyl-1H-indole-2-carboxylic acid ethyl esterHCID 22720009—
SolventEthanolHCID 702—
Product6-Benzyloxy-4-methyl-1H-indole-2-carboxylic acidHCID 69280231100%

Reaction Steps

A 2 M solution of potassium hydroxide in ethanol (0.48 ml, 0.97 mmol) was added to a solution of 6-benzyloxy-4-methyl-1H-indole-2-carboxylic acid ethyl ester (100 mg, 0.32 mmol; PCT Int. Appl. (2001), WO 2001044186 A1) in ethanol (1 ml). The mixture was heated at reflux for 1.5 h, acidified with 1 N HCl and extracted two times with ethyl acetate. The combined extracts were washed with brine and dried over sodium sulfate. Evaporation of the solvent under reduced pressure gave 90 mg (0.32 mmol, 99%) of the title compound as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07265149B2
Source datasetuspto-grants-2007_09
ORD IDord-2aef00c6c8494b31996d376c84bd79ce
Source noteuspto-grants-2007_09