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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881253Generated: November 2, 2026

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

https://huagongshe.com/reaction/1881253

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 57781265362%

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 362%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318784B2
Source datasetuspto-grants-2012_11
ORD IDord-1a1477369360446f97584c755713165b
Source noteuspto-grants-2012_11