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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2365664Generated: October 29, 2026

Lithium hydroxide, monohydrate → 3-(4-Fluoro-phenyl)-1-methyl-1H-indole-6-carboxylic acid

https://huagongshe.com/reaction/2365664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 3-(4-fluorophenyl)-1-methyl-1H-indole-6-carboxylateHCID 59625676—
SolventOxolane--water (1/1)HCID 21881883—
Product3-(4-Fluoro-phenyl)-1-methyl-1H-indole-6-carboxylic acidHCID 59625717100.6%

Reaction Steps

To a solution compound 53f (264 mg, 0.93 mmol), and LiOH.H2O (156.4 mg, 3.73 mmol) in THF/H2O (10 mL/10 mL) was stirred at 45° C. for 5 h. The resulting mixture was concentrated and diluted with water. The water layer was acidified with 1N aqueous HCl to pH˜4 and extracted with CH2Cl2. The organic solution was dried over Na2SO4 and concentrated to give compound 53g (252 mg), which was used in the next reaction without further purification. MS m/z (M+H+) 270.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697683B2
Source datasetuspto-grants-2014_04
ORD IDord-aae3221233164b1d903801f736c20a4f
Source noteuspto-grants-2014_04