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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 597096Generated: October 31, 2026

p-Toluenesulfonic acid → HCID 53687538, compound

https://huagongshe.com/reaction/597096

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantSodium CarbonateHCID 10340—
ReactantHCID 22051563HCID 22051563—
SolventMethanolHCID 887—
ProductHCID 53687538HCID 536875381,357.3%

Reaction Conditions

Temperature20 °C

Reaction Steps

8.8 g (0.025 mole) of the 1-(3,5-bis-trifluoromethylphenyl)-2-oxo-pyrrolidine-4-carboxylic acid produced according to Example 1 is refluxed together with 0.3 g of p-toluenesulphonic acid in 130 ml of absolute methanol, and the reaction mixture is kept at this temperature during 17 hours. It is subsequently cooled to 20° C and 0.1 g of sodium carbonate is added. Excess methanol is evaporated off. The residue is dissolved in diethyl ether, extracted three times with water, dried, and concentrated by evaporation. By recrystallisation from n-hexane there is obtained 8.4 g (91% of theory) of 1-(3,5-bis-trifluoromethylphenyl)-2-oxo-pyrrolidine-4-carboxylic acid methyl ester; m.p. 68°-70° C. Analysis for C14H11F6NO3 (molar weight 355.17):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04013445
Source datasetuspto-grants-1977_03
ORD IDord-8629100345404bce95bda29b41467d1b
Source noteuspto-grants-1977_03