Methyl 2-acetylamino-3-chloropropionate Chemical Properties

Melting point:

74-76°C

Boiling point:

303.6±27.0 °C(Predicted)

Density 

1?+-.0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

Dichloromethane, Ethyl Acetate, Methanol

pka

14.01±0.46(Predicted)

form 

Solid

color 

White

InChI

InChI=1S/C6H10ClNO3/c1-4(9)8-5(3-7)6(10)11-2/h5H,3H2,1-2H3,(H,8,9)/t5-/m0/s1

InChIKey

IGKDMFMKAAPDDN-YFKPBYRVSA-N

SMILES

C(OC)(=O)[C@H](CCl)NC(C)=O

CAS DataBase Reference

18635-38-6(CAS DataBase Reference)

Methyl 2-acetylamino-3-chloropropionate Usage And Synthesis

Chemical Properties

White Solid

Synthesis

30 g of (R)-methyl 2-amino-3-chloropropionate was suspended in 400 mL of diethyl ether and cooled to 0-5°C. 20 mL of ethanoic anhydride was slowly added dropwise with stirring, maintaining the reaction temperature at 0-5°C, and stirring was continued for 40 minutes after completion of the dropwise addition. Subsequently, the reaction mixture was slowly warmed to 15-25°C and stirring was continued for 1-2 hours. Upon completion of the reaction, the precipitated solid product was collected by filtration and washed with cold diethyl ether. The resulting solid was dried under vacuum to afford 33.3 g of methyl (R)-2-acetamido-3-chloropropionate in 85% yield.

References

[1] Patent: CN104710324, 2016, B. Location in patent: Paragraph 0075; 0076

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