N-(2-chloro-6-nitrobenzyl)-D-alanine ethyl ester → N-(2-amino-6-chlorobenzyl)-D-alanine ethyl ester

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Reaction Steps

A solution of 14.3 g of N-(2-chloro-6-nitrobenzyl)-D-alanine ethyl ester in 50 ml of ethanol was hydrogenated in the presence of 1 g of Raney nickel. 3.35 liters of hydrogen were taken up in 2 hours. The catalyst was then filtered off and the filtrate was evaporated to dryness. There were obtained 12.6 g (99% of theory) of N-(2-amino-6-chlorobenzyl)-D-alanine ethyl ester; nD23 =1.5405; [α]D =+55.8° (c=1% in ethanol).

Provenance & Evidence