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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36935Generated: October 28, 2026

Trifluoroacetic acid → HCID 15231616, compound

https://huagongshe.com/reaction/36935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant3-tert-butyloxycarbonylamino-4-(2-methylphenyl)-7,8-dihydro-6H-cyclopenta[g][1]benzopyran-2-oneHCID 19782166—
SolventDichloromethaneHCID 6344—
ProductHCID 15231616HCID 1523161698.4%

Reaction Steps

To a solution of 3-tert-butyloxycarbonylamino-4-(2methylphenyl) -7,8-dihydro-6H-cyclopenta [g] [1 ]benzopyran-2-one (2.05 g) in dichloromethane (20 ml) was added trifluoroacetic acid (10 ml) dropwise with ice-cooling. The mixture was stirred under ice-cooling for 1 hour, after which the solvent was distilled off. The residue was diluted with water, neutralized with saturated aqueous solution of NaHCO3 and extracted with chloroform. The extract was washed with water and dried (MgSO4) and the solvent was distilled off to give crystals of 3-amino-4-(2-methylphenyl)-7,8-dihydro-6H-cyclopenta[g] [1]-benzopyran-2-one (1.5 g, 98.4%). Recrystallization from ethanol-dichloromethane gave colorless prisms, m.p. 275°-276° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05418239
Source datasetuspto-grants-1995_05
ORD IDord-ef64be96741b445a80d575ce071b802a
Source noteuspto-grants-1995_05