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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1453915Generated: November 1, 2026

Trifluoroacetic acid → HCID 22928682, compound

https://huagongshe.com/reaction/1453915

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 22928671HCID 22928671—
SolventDichloromethaneHCID 6344—
ProductHCID 22928682HCID 2292868299.5%

Reaction Steps

Trifluoroacetic acid (10 ml) was added to a solution of tert-butyl 3-benzyl-2-oxo-4-propyl-1-pyrrolidinecarboxylate (1.22 g, 3.84 mmol) in methylene chloride (10 ml) while cooling on ice and the mixture was stirred for 14 hours. Saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture and extraction was performed with ethyl acetate. After washing the organic layer with brine and drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to yield a crude product of the title compound (0.83 g) as white crystals. 1H-NMR (CDCl3) δ(ppm) 0.79 (3H, t, J=7.2 Hz), 1.08-1.36 (4H, m), 2.04-2.21 (1H, m), 2.28-2.40 (1H, m), 2.81-2.96 (2H, m), 3.09 (1H, dd, J=14.0 Hz, 4.8 Hz), 3.29 (1H, dd, J=8.4 Hz, 8.4 Hz), 5.73 (1H, brs), 7.15-7.36 (5H, m)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07476688B2
Source datasetuspto-grants-2009_01
ORD IDord-15a394835b11496ba1aec30c12dad121
Source noteuspto-grants-2009_01