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ChemicalBook CAS DataBase List Cyclopropanecarboxylic acid, 1-amino-, ethyl ester (9CI)

Cyclopropanecarboxylic acid, 1-amino-, ethyl ester (9CI) synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

with ammonia in diethyl ether;ethanol;chloroform

Steps:

1.a Preparation of Ethyl N-Benzylidene-1-Amino-Cyclopropane Carboxylate
(a) A solution of 1-amino cyclopropane carboxylic acid hydrochloride (7.2 g, 52 mM) in 500 ml ethanol was saturated with HCl and then stirred and heated under reflux for sixteen hours. Part of the ethanol was distilled off with the aid of a Dean Stark trap. More ethanol (200 ml) was added and the solution was again saturated with HCl. After heating for five hours the solvent was distilled off and the residue taken up in 300 ml CHCl3. This solution was cooled to 0° C. and ammonia was bubbled through. Subsequently the solvent was evaporated from the suspension and the residue was taken up in diethylether (400 ml) and washed with water (20 ml). The product was extracted three times with diethylether (3*200 ml) and the combined ether solutions were dried over sodium sulphate and the ether was evaporated. The resulting ethyl 1-amino cyclopropane carboxylate was obtained in an amount of 4.0 g (60%).

References:

Shell Oil Company US4372776, 1983, A

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