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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1039333Generated: November 4, 2026

Benzoyl chloride → N-[2-(2-Methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]benzamide

https://huagongshe.com/reaction/1039333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(2-Methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethanamine hydrochlorideHCID 67352969—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-(2-Methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]benzamideHCID 5778123244%

Reaction Steps

2-(2-Methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethanamine hydrochloride (100 mg, 0.396 mmol) and triethylamine (111 μL, 0.792 mmol) were dissolved in tetrahydrofuran (4 mL), benzoyl chloride (55.1 μL, 0.475 mmol) was 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 solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=20/80→60/40) to give the title compound (55.6 mg, yield 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552037B2
Source datasetuspto-grants-2013_10
ORD IDord-532f3f7ae0c14f3ab54c20b5e1310f55
Source noteuspto-grants-2013_10