Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 650383Generated: October 30, 2026

Trifluoroacetic acid → (2S)-2-(4,4,5,5,5-pentafluoropentylthiomethyl)-pyrrolidine

https://huagongshe.com/reaction/650383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
ReactantN-tert-butyloxycarbonyl-(2S)-2-(4,4,5,5,5-pentafluoropentylthiomethyl)-pyrrolidineHCID 57019942—
Product(2S)-2-(4,4,5,5,5-pentafluoropentylthiomethyl)-pyrrolidineHCID 5706919796.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

2.55 g of N-tert-butyloxycarbonyl-(2S)-2-(4,4,5,5,5-pentafluoropentylthiomethyl)-pyrrolidine is added to 5.4 ml of trifluoroacetic acid, cooled to 0° C., and the mixture is stirred for 1.5 hours at 0° C. and for 16 hours at room temperature. The reaction mixture is poured onto 10% sodium bicarbonate solution, extracted with ethyl acetate, washed with saturated common salt solution, dried on sodium sulfate and concentrated by evaporation. 1.8 g of the title compound is obtained as oily crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06271403B1
Source datasetuspto-grants-2001_08
ORD IDord-6fa4c0dc515d4ef0ae05e79645376515
Source noteuspto-grants-2001_08