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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480047Generated: October 27, 2026

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

https://huagongshe.com/reaction/480047

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 numberUS06649624B2
Source datasetuspto-grants-2003_11
ORD IDord-873221ed918d4f9aa60bfda38a76c215
Source noteuspto-grants-2003_11