Reacción #565321

Ecuación de reacción

1-bromocyclopropanecarboxylic acid

1-amino-2-pentanone hydrochloride

N,N′-dicyclohexylcarbodiimide

triethylamine

→

1-bromo-N-(2-oxopentyl)-cyclopropane-1-carbamide

Rendimiento 70.9%

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThen, it is filtered
2. 2
   Concentraciónthe filtrate is concentrated by evaporation
3. 3
   Otrothe residue is chromatographed on silica gel with ethyl acetate/hexane

Procedimiento

A mixture of 2.57 g of 1-bromocyclopropanecarboxylic acid 4 [H. M. R. Hoffmann et al. J. Org. Chem. 54, 6096 (1989)], 2.22 g of 1-amino-2-pentanone hydrochloride 5 [M. Jackman et al. J. Am. Chem. Soc. 70, 2884 (1948)] and 3.36 g of N,N′-dicyclohexylcarbodiimide in 234 ml of methylene chloride in the presence of 2.46 ml of triethylamine is stirred overnight at room temperature. Then, it is filtered, the filtrate is concentrated by evaporation, and the residue is chromatographed on silica gel with ethyl acetate/hexane. 2.74 g of 1-bromo-N-(2-oxopentyl)-cyclopropane-1-carbamide 6 is obtained as a crystallizing oil.

Fuente