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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827910Generated: 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/1827910

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 numberUS07056929B2
Source datasetuspto-grants-2006_06
ORD IDord-b7516fd882c445d1b22d40823ec8a629
Source noteuspto-grants-2006_06