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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 918172Generated: October 31, 2026

Diethyl (ethoxymethylene)malonate → 6,7-dihydro-9-fluoro-1-oxo-5-trifluoromethyl-1H,5H-benzo[ij]quinolizine-2-carboxylic acid

https://huagongshe.com/reaction/918172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
ReactantHCID 21445341HCID 21445341—
Product6,7-dihydro-9-fluoro-1-oxo-5-trifluoromethyl-1H,5H-benzo[ij]quinolizine-2-carboxylic acidHCID 13094369—

Reaction Steps

6-Fluoro-2-trifluoromethyltetrahydroquinoline is condensed with an equimolar amount of diethylethoxymethylenemalonate according to the method of Example 1. The ester intermediate of Formula III is hydrolyzed according to Example 1, and the solid product is recrystallized from N,N-dimethyl formamide to provide crystals of 6,7-dihydro-9-fluoro-1-oxo-5-trifluoromethyl-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, m.p. 295°-297° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03969463
Source datasetuspto-grants-1976_07
ORD IDord-4f71908a15054513bdc860f42b9d733d
Source noteuspto-grants-1976_07