반응 #214753

반응 방정식

L-alanine ethyl ester hydrochloride

triethylamine

α-bromo-2-chloro-6-nitrotoluene

→

N-(2-chloro-6-nitrobenzyl)-L-alanine ethyl ester

수율 91.7%

용매

ethanol

ethanol

ethanol

반응 조건

후처리

1. 1
   기타evaporated to dryness
2. 2
   workup.ADDITIONThe residue was treated with 150 ml of deionised water
3. 3
   추출extracted twice with 100 ml of methylene chloride
4. 4
   세척The methylene chloride extracts were washed with water
5. 5
   기타dried
6. 6
   기타evaporated
7. 7
   기타The resulting product was purified by chromatography on silica gel with methylene chloride/5% methanol

실험 절차

18.24 g of L-alanine ethyl ester hydrochloride in 60 ml of ethanol was added dropwise to a mixture of 25 ml of triethylamine in 60 ml of ethanol and the mixture was heated to 80° C. The resulting solution was added dropwise at this temperature to a solution of 15 g of α-bromo-2-chloro-6-nitrotoluene in 60 ml of ethanol. The mixture was stirred at 80° C. overnight and then evaporated to dryness. The residue was treated with 150 ml of deionised water and extracted twice with 100 ml of methylene chloride. The methylene chloride extracts were washed with water, dried and evaporated. The resulting product was purified by chromatography on silica gel with methylene chloride/5% methanol. There were obtained 15.75 g (91% of theory) of N-(2-chloro-6-nitrobenzyl)-L-alanine ethyl ester; nD20 =1.5267.

출처