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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859208Generated: October 25, 2026

Hydrochloric Acid → (S)-1-[4-(3-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid

https://huagongshe.com/reaction/859208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(S)-1-[4-(3-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methyl esterHCID 68614551—
Solvent1,4-DioxaneHCID 31275—
Product(S)-1-[4-(3-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acidHCID 6740931582.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 25.61 g (74.6 mmol) of (S)-1-[4-(3-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methyl ester in 650 ml of dioxane is treated with 175 ml of hydrochloric acid (37%). The mixture is heated at 50° C. for 18 h in a closed flask. For the working-up, the solution is evaporated under reduced pressure to yield the crude acid as a yellow solid. For purification, the crude acid is triturated at 0° C. in 50 ml of ethyl acetate. The solid is collected on a filter funnel and then dried under high vacuum to yield 20.3 g (82% of theory) of (S)-1-[4-(3-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid as a yellowish solid; MS: m/e=330 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07151111B2
Source datasetuspto-grants-2006_12
ORD IDord-7e3d3bb967894ef9b09627015877f72f
Source noteuspto-grants-2006_12