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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633529Generated: October 27, 2026

Trifluoroacetic acid → 6-Methoxy-3,3-dimethyl-3,14-dihydro-7H-benzo[b]pyrano[3,2-h]acridin-7-one

https://huagongshe.com/reaction/1633529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant3-[(7-Methoxy-2,2-dimethyl-2H-chromen-5-yl)amino]-2-naphthoic acidHCID 18679617—
SolventDichloromethaneHCID 6344—
Product6-Methoxy-3,3-dimethyl-3,14-dihydro-7H-benzo[b]pyrano[3,2-h]acridin-7-oneHCID 22064514—

Reaction Steps

1.02 mmol of the compound obtained in Step A in 14 ml of dichloromethane is treated with 1 ml of trifluoroacetic acid. After 2 hours at room temperature, the reaction mixture is evaporated. The residue is taken up in a mixture of dichloromethane and a saturated NaHCO3 solution, extracted with dichloromethane, washed with a 10% sodium hydroxide solution and then extracted again with dichloromethane. After conventional treatment, chromatography of the residue over silica gel (dichloromethane/methanol: 98/2) enables isolation of the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06503919B1
Source datasetuspto-grants-2003_01
ORD IDord-1aa9335144ed4df99039e2b1c437b8c6
Source noteuspto-grants-2003_01