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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909637Generated: November 1, 2026

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

https://huagongshe.com/reaction/1909637

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 numberUS08598359B2
Source datasetuspto-grants-2013_12
ORD IDord-7b0a851d2c7046e981bce3cdde5c82ad
Source noteuspto-grants-2013_12