5-OXO-PYRROLIDINE-3-CARBOXYLIC ACID ETHYL ESTER Chemical Properties

Melting point:

40-47℃

Boiling point:

312.7±35.0 °C(Predicted)

Density 

1.161±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

Solid

pka

15.39±0.40(Predicted)

color 

Pale brown to dark brown

Safety Information

WGK Germany 

1

HS Code 

2933998090

5-OXO-PYRROLIDINE-3-CARBOXYLIC ACID ETHYL ESTER Usage And Synthesis

Synthesis

GENERAL METHOD: To a solution of ethyl 3-oxocyclobutanecarboxylate (100 mg, 0.45 mmol) in dichloromethane (3.8 mL) was slowly added hydrogen chloride (2 M, 1.4 mL) at room temperature. Subsequently, O- homotrimethylbenzenesulfonylhydroxylamine (2.00 equiv, 2.0000) was added and the reaction mixture was stirred for 3 hours. After completion of the reaction, saturated NaHCO3 solution was added for neutralization and the organic layer was extracted with dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure. The crude product was purified by rapid chromatography on silica gel to afford ethyl 5-oxopyrrolidine-3-carboxylate (87 mg, 0.802 mmol, 80% yield) as a white solid.

References

[1] Tetrahedron Letters, 2018, vol. 59, # 20, p. 1896 - 1901

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