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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1442970Generated: November 1, 2026

Acetic Acid → HCID 59166772, compound

https://huagongshe.com/reaction/1442970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3-ChloroanilineHCID 7932—
Reactant1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylateHCID 4251853—
ReactantSodium triacetoxyborohydrideHCID 5049666—
SolventDichloromethaneHCID 6344—
ProductHCID 59166772HCID 5916677240.4%

Reaction Steps

4-Oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (364.5 mg, 1.5 mmol) and 3-chloroaniline (191 mg, 1.5 mmol) were dissolved in DCM (10 ml). To this solution was added sodium triacetoxyborohydride (413 mg, 1.95 mmol) and acetic acid (0.085 ml, 1.5 mmol), and the reaction stirred at room temperature overnight. The reaction mixture was washed with 2N NaOH (5 ml), saturated brine (5 ml), dried over MgSO4 and evaporated. The residue was purified by flash chromatography on silica eluting with DCM to give the title compound as a colourless oil (215 mg, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659305B2
Source datasetuspto-grants-2010_02
ORD IDord-bbb3cb0d846c470497aa145b7bd5ec20
Source noteuspto-grants-2010_02