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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749952Generated: October 29, 2026

Potassium Carbonate → 4-{(S)-2-[4-(4-Chloro-benzyl)-phenoxymethyl]-pyrrolidin-1-yl}-butyric acid methyl ester

https://huagongshe.com/reaction/749952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 4-bromobutyrateHCID 107604—
Reactant(S)-2-[4-(4-Chloro-benzyl)-phenoxymethyl]-pyrrolidine hydrochlorideHCID 68998035—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-{(S)-2-[4-(4-Chloro-benzyl)-phenoxymethyl]-pyrrolidin-1-yl}-butyric acid methyl esterHCID 6900164269%

Reaction Steps

To a solution of the product from step 2 (1.50 g, 4.43 mmol) in DMF (20 mL) was added potassium carbonate (1.23 g, 8.90 mmol) and methyl 4-bromobutyrate (0.64 mL, 5.56 mmol). The resulting suspension was stirred at ambient temperature overnight. The reaction mixture diluted with water and ethyl acetate. The crude residue was extracted into ethyl acetate. The organic portion was washed with water, washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude product was purified by silica gel flash chromatography using hexane/EtOAc (gradient system) to give the title compound (1.22 g, 69%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402684B2
Source datasetuspto-grants-2008_07
ORD IDord-85c1b7f784854828a1a9bce225833cd3
Source noteuspto-grants-2008_07