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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392788Generated: October 27, 2026

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

https://huagongshe.com/reaction/392788

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 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 numberUS06803372B2
Source datasetuspto-grants-2004_10
ORD IDord-040710fd8d284b60a97d89435e132715
Source noteuspto-grants-2004_10