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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849581Generated: October 31, 2026

Lithium hydroxide, monohydrate → 6-(Adamantan-1-ylmethoxy)-5-cyclopropylnicotinic acid

https://huagongshe.com/reaction/1849581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 6-(adamantan-1-ylmethoxy)-5-cyclopropylnicotinateHCID 86702923—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product6-(Adamantan-1-ylmethoxy)-5-cyclopropylnicotinic acidHCID 86702924—

Reaction Steps

A mixture of methyl 6-(adamantan-1-ylmethoxy)-5-cyclopropylnicotinate (1.17 g, 3.43 mmol) and lithium hydroxide monohydrate (0.58 g, 13.70 mmol) in tetrahydrofuran (60 mL) and water (10 mL) was refluxed for 2 h. The reaction mixture was cooled to ambient temperature and diluted with ethyl acetate (100 mL); washed with 1 M aqueous hydrochloric acid (80 mL) and brine (80 mL); dried over anhydrous sodium sulfate; filtered and concentrated in vacuo to afford the title compound which was used without further characterization. MS (ES+) m/z: 328.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-985115fec0fe451f869d9d27561acb52
Source noteuspto-grants-2015_02