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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340702Generated: October 29, 2026

Acetic Anhydride → N-[2-(6,7-Dihydro-8H-indeno[5,4-d][1,3]oxazol-8-ylidene)ethyl]acetamide

https://huagongshe.com/reaction/340702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(6,7-Dihydro-8H-indeno[5,4-d][1,3]oxazol-8-ylidene)ethanamineHCID 67353919—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-(6,7-Dihydro-8H-indeno[5,4-d][1,3]oxazol-8-ylidene)ethyl]acetamideHCID 6735394253%

Reaction Steps

2-(6,7-Dihydro-8H-indeno[5,4-d][1,3]oxazol-8-ylidene)ethanamine (30.0 mg, 0.148 mmol) was dissolved in tetrahydrofuran (1 mL), triethylamine (31.0 μL, 0.222 mmol) and acetic anhydride (16.8 μL, 0.178 mmol) were added under ice-cooling, and the mixture was stirred for 15 min. To the reaction solution was added saturated aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate and washed with saturated brine. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/methanol=100/0→95/5) to give the title compound (19.0 mg, yield 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895591B2
Source datasetuspto-grants-2014_11
ORD IDord-0a446d561e1f407f864784825ae6ee95
Source noteuspto-grants-2014_11