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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661366Generated: October 30, 2026

Acetic Anhydride → N-(4-Hydroxy-3-oxo-2,3-dihydro-1H-inden-5-yl)acetamide

https://huagongshe.com/reaction/1661366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Amino-7-hydroxy-2,3-dihydro-1H-inden-1-one hydrobromideHCID 67353461—
SolventTetrahydrofuranHCID 8028—
ProductN-(4-Hydroxy-3-oxo-2,3-dihydro-1H-inden-5-yl)acetamideHCID 6735406471.5%

Reaction Steps

6-Amino-7-hydroxyindan-1-one hydrobromide (800 mg, 3.28 mmol) was suspended in tetrahydrofuran (20 mL), triethylamine (571 μL, 4.10 mmol) and acetic anhydride (387 μL, 4.10 mmol) were added, and the mixture was stirred at room temperature for 1.5 hr. To the reaction solution was added saturated aqueous sodium hydrogencarbonate solution. The mixture was extracted with ethyl acetate, washed with saturated brine and dried-over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=60/40→100/0) to give the title compound (481 mg, yield 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030337B2
Source datasetuspto-grants-2011_10
ORD IDord-5940f9c0a2bb4eeda30730ab7e11b59c
Source noteuspto-grants-2011_10