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

Temperatur

80 °C

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.

1. customevaporated to dryness
2. additionThe residue was treated with 150 ml of deionised water
3. extractionextracted twice with 100 ml of methylene chloride
4. washThe methylene chloride extracts were washed with water
5. customdried
6. customevaporated
7. customThe resulting product was purified by chromatography on silica gel with methylene chloride/5% methanol

ORD-Eintrag

ord-b36b9db07ec04c54a12306153c9f1ab9

Quelldatensatz

uspto-grants-1981_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04256748