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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61903Generated: October 31, 2026

N-Hydroxyphthalimide → 8-Methoxy-10,10-dimethyl-10H-11-oxa-4-aza-benzo[b]fluoren-5-one

https://huagongshe.com/reaction/61903

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-HydroxyphthalimideHCID 10665—
ReactantSodium ChloriteHCID 23668197—
ReactantHCID 66835156HCID 66835156—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product8-Methoxy-10,10-dimethyl-10H-11-oxa-4-aza-benzo[b]fluoren-5-oneHCID 6683422770%

Reaction Conditions

Temperature40 °C

Reaction Steps

8-Methoxy-10,10-dimethyl-5,10-dihydro-11-oxa-4-aza-benzo[b]fluorene (Compound GT15-3, 22 mg) was dissolved in MeCN (0.26 ml) and water (0.13 ml), added with sodium chlorite (14 mg) and N-hydroxyphthalimide (2.6 mg), and the mixture was stirred at 40° C. for 1 hr. The reaction mixture was diluted with ethyl acetate. 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 (16 mg, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440922B2
Source datasetuspto-grants-2016_09
ORD IDord-b11ea20fef8e4e89b63af107aefac0a8
Source noteuspto-grants-2016_09