Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378942Generated: October 26, 2026

Water → 1-(1-(tert-butoxycarbonyl)piperidin-4-yl)-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid

https://huagongshe.com/reaction/2378942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantTert-butyl 4-(4-(ethoxycarbonyl)-2-oxo-2,3-dihydroimidazol-1-yl)piperidine-1-carboxylateHCID 59006357—
SolventTetrahydrofuranHCID 8028—
Product1-(1-(tert-butoxycarbonyl)piperidin-4-yl)-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acidHCID 5900637098%

Reaction Conditions

Temperature70 °C

Reaction Steps

tert-Butyl 4-(4-(ethoxycarbonyl)-2-oxo-2,3-dihydroimidazol-1-yl)piperidine-1-carboxylate (400 mg, 1.179 mmol) was dissolved in tetrahydrofuran (10 mL). Water (10 mL) was added to the mixture followed by lithium hydroxide hydrate (180 mg, 4.29 mmol). Mixture was warmed to 70° C. and held with stirring for 16 hours. Mixture was cooled to room temperature. Reaction was quenched with 4.5 mL 1N hydrochloric acid. Material was extracted twice with ethyl acetate. Organics were dried MgSO4, filtered and then concentrated to dryness. Title compound was obtained as white solid in 98% yield. MS (M−H)−=310.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470680B2
Source datasetuspto-grants-2008_12
ORD IDord-6afcdabe66f04c4fb6b1f90fa8964acd
Source noteuspto-grants-2008_12