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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1496845Generated: October 30, 2026

Hydrochloric Acid → 4-Acetyl-1-[(1S)-1-(4-methoxyphenyl)ethyl]pyrrolidin-2-one

https://huagongshe.com/reaction/1496845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(R/S)-N-Methoxy-5-oxo-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidine-3-carboxamideHCID 88581246—
ReactantHCID 178418573HCID 178418573—
SolventDiethyl EtherHCID 3283—
Solvent2-MethyltetrahydrofuranHCID 7301—
Product4-Acetyl-1-[(1S)-1-(4-methoxyphenyl)ethyl]pyrrolidin-2-oneHCID 58072016—

Reaction Conditions

Temperature20 °C

Reaction Steps

530 mL of a 3 M solution of methylmagnesium bromide in diethylether is added slowly to a cooled solution of 271 g of (R/S)—N-Methoxy-5-oxo-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidine-3-carboxamide (mixture of diastereoisomers) in 1.4 L of 2-methyltetrahydrofuran so that the temperature remains under 0° C. After complete addition the temperature is kept for 75 minutes at 0° C. and then warmed up to 20° C. The suspension is stirred 16 hours at 20° C. Under cooling 650 mL of a 4 M hydrochloric acid are added. The organic phase is separated and washed with 500 mL saturated sodium carbonate solution and with 500 mL saturated brine. The organic phase is dried over sodium sulfate. After filtration the solvent is evaporated under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199937B2
Source datasetuspto-grants-2015_12
ORD IDord-c9b1dc5a16b948718401984f1cff08a1
Source noteuspto-grants-2015_12