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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661368Generated: October 30, 2026

Ethyl orthoformate → 6H-Indeno[5,4-d]oxazol-8(7H)-one

https://huagongshe.com/reaction/1661368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
Reactant6-Amino-7-hydroxy-2,3-dihydro-1H-inden-1-one hydrobromideHCID 67353461—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product6H-Indeno[5,4-d]oxazol-8(7H)-oneHCID 5778126562%

Reaction Steps

6-Amino-7-hydroxyindan-1-one hydrobromide (50 mg, 0.205 mmol) and triethyl orthoformate (128 μL, 0.769 mmol) were heated under reflux in tetrahydrofuran (2.5 mL) for 0.5 hr. The mixture was diluted 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=30/70→80/20) to give the title compound (21.9 mg, yield from Reference Example 3 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030337B2
Source datasetuspto-grants-2011_10
ORD IDord-c2bcff591127429a8c13b8e6394c0855
Source noteuspto-grants-2011_10