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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340666Generated: October 26, 2026

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

https://huagongshe.com/reaction/340666

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 numberUS08895591B2
Source datasetuspto-grants-2014_11
ORD IDord-40f48dd0016442b7855ea81bbdc353f3
Source noteuspto-grants-2014_11