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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589634Generated: October 30, 2026

3,3,3-Trifluoropropionic acid → 4-[(R)-4-(3,5-Dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-methyl-benzoic acid

https://huagongshe.com/reaction/589634

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,3,3-Trifluoropropionic acidHCID 2777972—
Reactant4-[(R)-4-(3,5-dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-methyl-benzoic acid tert-butyl esterHCID 54761740—
SolventDichloromethaneHCID 6344—
Product4-[(R)-4-(3,5-Dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-methyl-benzoic acidHCID 71077720—

Reaction Steps

To a solution of 4-[(R)-4-(3,5-Dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-methyl-benzoic acid tert-butyl ester (0.68 g) in dichloromethane (0.7 ml) was added trifluoromethyl acetic acid (“TFA”) (0.07 ml). The reaction mixture was stirred at ambient temperature for 4.5 hours. The dichloromethane was evaporated under reduced pressure and the residue was taken up in ethyl acetate and water. The organic phase was washed with water and brine and evaporated under reduced pressure to afford 4-[(R)-4-(3,5-Dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-methyl-benzoic acid which was used as such in the next reaction). LCMS (Method F) RT=2.07 min, [M−H]−=414/416.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233920B2
Source datasetuspto-grants-2016_01
ORD IDord-8fbeb46d18f64671acf748fc02571fb3
Source noteuspto-grants-2016_01