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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61905Generated: October 30, 2026

Methanol → HCID 66834157, compound

https://huagongshe.com/reaction/61905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSulfuric AcidHCID 1118—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 178431644HCID 178431644—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66834157HCID 6683415728.1%

Reaction Conditions

Temperature57.5 °C

Reaction Steps

To the mixture of 8-[(4R,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl methoxy]-10,10-dimethyl-10H-11-oxa-4-aza-benzo[b] fluoren-5-one (Compound GT15-6, 27 mg), MeOH (0.1 ml) and THF (0.3 ml), 0.5 N sulfuric acid (0.1 ml) was added, and the mixture was stirred and heated at 55 to 60° C. for 4 hrs. The reaction mixture was neutralized with saturated aqueous solution of sodium bicarbonate. The resulting solid was filtered and washed with diethyl ether. The filtrate was extracted with the mixture solution of DCM and MeOH (DCM:MeOH=10:1). The organic layer was washed with saturated brine, and dried over magnesium sulfate. The filtered solid and the residues obtained after concentration under reduced pressure were combined and purified by silica gel column (DCM/MeOH) to obtain the title compound (5.4 mg, 28%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440922B2
Source datasetuspto-grants-2016_09
ORD IDord-87ee909af92f44a39f46ec851054a6da
Source noteuspto-grants-2016_09