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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661429Generated: October 30, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → N-(2-{2-[(benzyloxy)methyl]-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl}ethyl)acetamide

https://huagongshe.com/reaction/1661429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
ReactantN-{3-[2-(Acetylamino)ethyl]-4-hydroxy-2,3-dihydro-1H-inden-5-yl}-2-(benzyloxy)acetamideHCID 57781207—
SolventO-XyleneHCID 7237—
ProductN-(2-{2-[(benzyloxy)methyl]-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl}ethyl)acetamideHCID 5778128623.5%

Reaction Steps

N-{3-[2-(Acetylamino)ethyl]-4-hydroxy-2,3-dihydro-1H-inden-5-yl}-2-(benzyloxy)acetamide (280 mg, 0.732 mmol) and pyridinium p-toluenesulfonate (36.6 mg, 0.146 mmol) were heated under reflux in xylene (15 mL) for 2.5 hr. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane=30/70→60/40) to give the title compound (62.8 mg, yield 23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030337B2
Source datasetuspto-grants-2011_10
ORD IDord-74718c3e31c7470e9ad346a822213132
Source noteuspto-grants-2011_10