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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478694Generated: October 27, 2026

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

https://huagongshe.com/reaction/478694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant3-[(8-Methoxy-2,2-dimethyl-2H-chromen-5-yl)amino]-2-naphthoic acidHCID 22064510—
SolventDichloromethaneHCID 6344—
Product6-Methoxy-3,3-dimethyl-3,14-dihydro-7H-benzo[b]pyrano[3,2-h]acridin-7-oneHCID 22064514—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution containing 1.94 mmol of the compound obtained in Step 1 in 20 ml of anhydrous dichloromethane, maintained at 0° C. under argon, there are added 9.71 mmol of trifluoroacetic anhydride. After reacting for 3 days at ambient temperature, the reaction mixture is concentrated under reduced pressure. The residue is taken up in a mixture of dichloromethane and aqueous NaHCO3 solution. After extraction with dichloromethane, the combined organic phases are treated in conventional manner. Chromatography of the residue over silica gel (dichloromethane) allows the expected product to be isolated, the latter being subsequently recrystallised from ethyl ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642248B2
Source datasetuspto-grants-2003_11
ORD IDord-11340ce2575e43b9846f2b35f9851493
Source noteuspto-grants-2003_11