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ChemicalBook CAS DataBase List Methyl 1-Aminocyclopropanecarboxylate
72784-43-1

Methyl 1-Aminocyclopropanecarboxylate synthesis

4synthesis methods
Methanol

67-56-1

1-Aminocyclopropanecarboxylic acid

22059-21-8

Methyl 1-Aminocyclopropanecarboxylate

72784-43-1

Sulfoxide chloride (8.8 g, 75.1 mmol) was slowly added dropwise to methanol (50 mL) at 0 °C, followed by a one-time addition of 1-aminocyclopropanecarboxylic acid (5.0 g, 49.8 mmol). The reaction mixture was heated to reflux for 1 to 3 hours. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure to afford methyl 1-aminocyclopropanecarboxylate hydrochloride (5.8 g, 100% yield).

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Yield: 100%

Reaction Conditions:

with thionyl chloride at 0;Reflux;

Steps:

15.O.a
To MeOH (50 mL) was added SOCl2 (8.8 g, 75.1 mmol) dropwise at 0 °C, followed by the addition of 1-aminocyclopropanecarboxylic acid (5.0 g, 49.8 mmol) in one portion. The resulting mixture was refluxed for 1 to 3 h. The reaction solution was concentrated under reduced pressure to give a salt of the title compound (5.8 g, 100%).

References:

SUNOVION PHARMACEUTICALS, INC.;PSYCHOGENICS INC.;SHAO, Liming;CAMPBELL, John, Emerson;HEWITT, Michael, Charles;CAMPBELL, Una;HANANIA, Taleen, G. WO2011/69063, 2011, A2 Location in patent:Page/Page column 84