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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930516Generated: October 28, 2026

Water → Methyl 4-[3-(3,5-dichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]-2-nitrobenzoate

https://huagongshe.com/reaction/1930516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 4-fluoro-2-nitrobenzoateHCID 14941412—
Reactant3-(3,5-Dichlorophenyl)-3-(trifluoromethyl)pyrrolidineHCID 58218880—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductMethyl 4-[3-(3,5-dichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]-2-nitrobenzoateHCID 5821889750.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

To the solution of methyl 4-fluoro-2-nitrobenzoate (1.1 g) and 3-(3,5-dichlorophenyl)-3-(trifluoromethyl)pyrrolidine (1.5 g) in 1-methyl-2-pyrrolidinone was added potassium carbonate (1.5 g) and the mixture was heated with stirring at 100° C. for two hours. The mixture was cooled to room temperature and then poured into water, which was then extracted twice with ethyl acetate. The organic layer was combined, which was then washed with water and dried over anhydrous magnesium sulfate. After the drying agent was filtered off, the solvent was distilled away under the reduced pressure, and the residue was then purified by silica gel chromatography to yield methyl 4-[3-(3,5-dichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]-2-nitrobenzoate (1.24 g). 1H-NMR (CDCl3) δ: 2.53-2.67 (1H, m), 2.89-2.97 (1H, m), 3.50-3.71 (2H, m), 3.83 (1H, d), 3.85 (3H, s), 4.15 (1H, d), 6.69 (1H, dd), 6.75 (1H, d), 7.26 (2H, d), 7.42 (1H, t), 7.81 (1H, d)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188122B2
Source datasetuspto-grants-2012_05
ORD IDord-9f53f8c84de2470383eefa5a8da667c3
Source noteuspto-grants-2012_05