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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 990777Generated: October 30, 2026

Water → N-(4-benzoylphenyl)-3-oxospiro[isobenzofuran-1(3H),4'-piperidine]-1'-carboxamide

https://huagongshe.com/reaction/990777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactantphenyl N-(4-benzoylphenyl)carbamateHCID 15548170—
Reactant3H-spiro[isobenzofuran-1,4'-piperidin]-3-one hydrochlorideHCID 22380631—
SolventChloroformHCID 6212—
ProductN-(4-benzoylphenyl)-3-oxospiro[isobenzofuran-1(3H),4'-piperidine]-1'-carboxamideHCID 9845361103.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of spiro[isobenzofuran-1(3H),4′-piperidine]-3-one hydrochloride (48 mg), phenyl N-(4-benzoylphenyl)carbamate (58 mg) and triethylamine (0.14 mL) in chloroform (5 mL) was stirred at 80° C. for 2 hours. The 6 reaction mixture was poured into water and extracted with chloroform (20 mL). The organic layer was washed with saturated saline solution (20 mL), then dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=4/1 to 1/2) and recrystallized from ethyl ether-hexane to give the subject compound (81 mg) as colorless crystals (melting point 161-163° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06462053B1
Source datasetuspto-grants-2002_10
ORD IDord-03bbfa62a3074772b6bed2b3664a1e0e
Source noteuspto-grants-2002_10