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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492176Generated: October 30, 2026

Lithium hydroxide, monohydrate → 1-(Quinolin-4-yl)-1H-indole-3-carboxylic acid

https://huagongshe.com/reaction/492176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 1-(quinolin-4-yl)-1H-indole-3-carboxylateHCID 68970417—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1-(Quinolin-4-yl)-1H-indole-3-carboxylic acidHCID 68972659117.6%

Reaction Steps

0.37 g (8.84 mmol) of lithium hydroxide monohydrate and 45 cm3 of water are added at 25° C. to 0.89 g (2.95 mmol) of 3-methoxycarbonyl-1-(quinol-4-yl)-1H-indole dissolved in 45 cm3 of tetrahydrofuran. After stirring at reflux for 17 hours, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) to give a residue which is taken up in 30 cm3 of water and then triturated with 8.8 cm3 of N hydrochloric acid. After filtering off and drying the solid residue under reduced pressure (2.7 kPa) at 40° C., 1 g of 3-carboxy-1-(quinol-4-yl)-1H-indole is obtained in the form of a yellow solid. Mass spectrum (EI): m/e 288 (M+·), m/e 243.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531663B2
Source datasetuspto-grants-2009_05
ORD IDord-6cd116da48be486a87d557023d4eb76a
Source noteuspto-grants-2009_05