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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409910Generated: October 30, 2026

Citric Acid → 1-Methyl-3-phenyl-1H-indole-6-carboxylic acid

https://huagongshe.com/reaction/409910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 1-methyl-3-phenyl-1H-indole-6-carboxylateHCID 59626075—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product1-Methyl-3-phenyl-1H-indole-6-carboxylic acidHCID 59626020—

Reaction Steps

A mixture of compound 16c (517 mg, 1.95 mmol) and LiOH (187 mg, 7.80 mmol) in THF/MeOH/H2O (4/4/4 mL) was stirred for 4 h. A 15% citric acid solution (20 mL) was added, and the mixture was then extracted with EtOAc (3×). The combined extracts were washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue, compound 16d, was dried under reduced pressure for 18 h.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759533B2
Source datasetuspto-grants-2014_06
ORD IDord-ae14e42cba51415d935223c274c6107f
Source noteuspto-grants-2014_06