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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61909Generated: October 29, 2026

Ethyl Acetate → 8-Methoxy-10,10-dimethyl-10H-11-oxa-2-aza-benzo[b]fluoren-5-one

https://huagongshe.com/reaction/61909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantN-HydroxyphthalimideHCID 10665—
ReactantSodium ChloriteHCID 23668197—
ReactantHCID 66835135HCID 66835135—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product8-Methoxy-10,10-dimethyl-10H-11-oxa-2-aza-benzo[b]fluoren-5-oneHCID 6683475757.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

8-Methoxy-10,10-dimethyl-5,10-dihydro-11-oxa-2-aza-benzo[b]fluorene (Compound GT15-10, 20 mg) was dissolved in acetonitrile (0.2 ml) and water (0.15 ml), added with sodium chlorite (16 mg) and N-hydroxyphthalimide (2.3 mg), and the mixture was stirred at 40° C. for 40 min. To the reaction mixture, ethyl acetate was added. The organic layer was washed with saturated aqueous solution of sodium bicarbonate and saturated brine, and then concentrated under reduced pressure. The resulting residues were purified by silica gel column (ethyl acetate/hexane) to obtain the title compound (12 mg, 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440922B2
Source datasetuspto-grants-2016_09
ORD IDord-e878285f2f684fac844263a4acb6385d
Source noteuspto-grants-2016_09