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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1039264Generated: October 26, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 2-(4-Phenylbutyl)-6,7-dihydro-8H-indeno[5,4-d][1,3]oxazol-8-one

https://huagongshe.com/reaction/1039264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
ReactantN-(4-Hydroxy-3-oxo-2,3-dihydro-1H-inden-5-yl)-5-phenylpentanamideHCID 57781279—
SolventO-XyleneHCID 7237—
Product2-(4-Phenylbutyl)-6,7-dihydro-8H-indeno[5,4-d][1,3]oxazol-8-oneHCID 5778120964%

Reaction Steps

N-(4-Hydroxy-3-oxo-2,3-dihydro-1H-inden-5-yl)-5-phenylpentanamide (205 mg, 0.634 mmol) and pyridinium p-toluenesulfonate (31.9 mg, 0.127 mmol) were heated under reflux in xylene (6 mL) for 3 hr. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90→40/60) to give the title compound (124 mg, yield 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552037B2
Source datasetuspto-grants-2013_10
ORD IDord-90533e754bdb4fa2baa71b57e8001c1b
Source noteuspto-grants-2013_10