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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2047455Generated: October 31, 2026

Hydrochloric Acid → 1-(tert-Butoxycarbonyl)-4-(4-chlorophenyl)pyrrolidine-3-carboxylic acid

https://huagongshe.com/reaction/2047455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 67231025HCID 67231025—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1-(tert-Butoxycarbonyl)-4-(4-chlorophenyl)pyrrolidine-3-carboxylic acidHCID 2762112—

Reaction Steps

To a mixed solution of the compound (17.0 g) obtained in step 4 in THF (60 mL) and water (15 mL) was added at 0° C. 4N lithium hydroxide (35.1 mL), and the mixture was stirred at room temperature for 16 hr. To the reaction mixture was added ethyl acetate, and the mixture was acidified with 2N hydrochloric acid. The organic layer was dried, and the solvent was evaporated under reduced pressure to give (3S,4R)-1-(tert-butoxycarbonyl)-4-(4-chlorophenyl)pyrrolidine-3-carboxylic acid (7.35 g) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592454B2
Source datasetuspto-grants-2013_11
ORD IDord-2c319b4f952f44d1b6e18a6dd73cdedd
Source noteuspto-grants-2013_11