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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267596Generated: November 1, 2026

Trifluoroacetic acid → (4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano(3,4-f)indolizine-3,6,10(4H)-trione

https://huagongshe.com/reaction/1267596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(4'S)-4'-Ethyl-7',8'-dihydro-4'-hydroxyspiro[1,3-dioxolane-2,6'(3'H)-[1H]pyrano[3,4-f]indolizine]-3',10'(4'H)-dioneHCID 10902872—
SolventEthyl AcetateHCID 8857—
Product(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano(3,4-f)indolizine-3,6,10(4H)-trioneHCID 1022090080%

Reaction Steps

To 90 ml of 90% trifluoroacetic acid, 3.5 g of (4S)-4-ethyl-6,6-(ethylenedioxy)-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,10(4H)-dione were added at room temperature over 5 minutes, followed by stirring at the same temperature for 30 minutes. After completion of the reaction, the solvent was removed under reduced pressure, followed by the thorough removal of the solvent by a vacuum pump. To the residue so obtained was added 20 ml of ethyl acetate. The crystals precipitated were collected by filtration, whereby 2.4 g of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552197B2
Source datasetuspto-grants-2003_04
ORD IDord-57e589ffed4a4c76932f2ee53b9523db
Source noteuspto-grants-2003_04