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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 35176Generated: October 26, 2026

Pyruvic Acid → HCID 53755695, compound

https://huagongshe.com/reaction/35176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyruvic AcidHCID 1060—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantL-Proline, ethyl esterHCID 79888—
SolventChloroformHCID 6212—
ProductHCID 53755695HCID 53755695—

Reaction Conditions

Temperature-5 °C

Reaction Steps

A solution of 60 mmoles of pyruvic acid plus 60 mmoles of L-proline ethyl ester in redistilled chloroform is cooled to -50° C. in an acetone-dry ice bath. To this solution is added 60 mmoles of a precooled solution of dicyclohexylcarbodiimide (DCC) in cloroform and the mixture is stirred at -5° C. for 1 hour. The reaction mixture is slowly warmed to room temperature and stirred for an additional 2 hours and then stirred at 4° C. overnight. The mixture is filtered to remove dicyclohexylurea, then cooled in an ice bath. The organic phase is washed with cold water, cold 1N NaHCO3 and finally with cold saturated NaCl. The organic phase is dried over anhydrous MgSO4 and filtered. The solvent is removed with a rotary evaporator yielding N-pyruvoyl-L-proline ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04766110
Source datasetuspto-grants-1988_08
ORD IDord-8c36c7ea9bdf4d7584a59061c541e8aa
Source noteuspto-grants-1988_08