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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 434127Generated: October 31, 2026

Benzoyl chloride → HCID 59119728, compound

https://huagongshe.com/reaction/434127

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
Reactant2,5-Oxazolidinedione, 4-(1-methylethyl)-, (4S)-HCID 9898854—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventEthyl AcetateHCID 8857—
ProductHCID 59119728HCID 5911972880%

Reaction Steps

Benzoyl chloride (295 mg, 2.1 mmol) was dissolved in ethyl acetate (21 mL), followed by the addition of (S)-4-isopropyl-2,5-oxazolidinedione (L-valine-NCA) (286 mg, 2.0 mmol) under ice cooling. Further, a solution of 4-dimethylaminopyridine (257 mg, 2.1 mmol) in ethyl acetate (11 mL) was added dropwise under ice cooling over 20 minutes. The resulting mixture was allowed to rise as was in temperature from 09. After the mixture was stirred at room temperature for 2 hours, a precipitated salt was filtered off, and the filtrate was concentrated under reduced pressure. The concentration residue was re-dissolved in a mixed solvent consisting of ethyl acetate (5 mL) and hexane (5 mL), and insoluble matter was filtered off. The filtrate was concentrated under reduced pressure to afford the title compound as white crystals (351 mg, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06670447B2
Source datasetuspto-grants-2003_12
ORD IDord-8f9bccd4f52843fe8ba1d80dae2cd3a1
Source noteuspto-grants-2003_12