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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2054969Generated: October 30, 2026

Aniline → 2-(Trifluoromethyl)quinoline

https://huagongshe.com/reaction/2054969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant(3E)-4-(dimethylamino)-1,1,1-trifluorobut-3-en-2-oneHCID 2063589—
Solvent1,2-DichloroethaneHCID 11—
SolventO-XyleneHCID 7237—
Product2-(Trifluoromethyl)quinolineHCID 2777805—

Reaction Steps

According to instructions in the literature (Baraznenok, I. L., Nenajdenko, V. G., Balenkova, E. S. Eur. J. Org. Chem. 1999, 937-941), 1.2 g (7.18 mmol) of (E)-4-(dimethylamino)-1,1,1-trifluoro-3-buten-2-one is reacted with 2.03 g (7.18 mmol) of trifluoroacetic acid anhydride and 1.30 ml (14.36 mmol) of aniline in 72 ml of 1,2-dichloroethane, then in 36 ml of xylene. After working-up and purification on silica gel with hexane-ethyl acetate (0-100%), 1.01 g (71% of theory) of the product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07329753B2
Source datasetuspto-grants-2008_02
ORD IDord-671b66b2acd24f2db914e6a147a31bdf
Source noteuspto-grants-2008_02