반응 #565321

반응 방정식

1-bromocyclopropanecarboxylic acid

1-amino-2-pentanone hydrochloride

N,N′-dicyclohexylcarbodiimide

triethylamine

→

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

수율 70.9%

용매

methylene chloride

반응 조건

후처리

1. 1
   여과Then, it is filtered
2. 2
   농축the filtrate is concentrated by evaporation
3. 3
   기타the residue is chromatographed on silica gel with ethyl acetate/hexane

실험 절차

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.

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