Triethylamine → HCID 53872938, compound

Participants

Reaction Conditions

Reaction Steps

35.0 ml (0.25 mole - 1.8 equivalent) of triethylamine were added dropwise to a solution, which had been cooled to 0° C., of 33.18 g (0.14 mole) of 4-nitrobenzyl acetoacetate and 30.40 g (0.15 mole) of p-toluenesulphonyl azide in 280 ml of anhydrous acetonitrile. The mixture was stirred at 0° C. for 2 h, and then the resulting precipitate was filtered off with suction, washed with ether and dried over P4O10 under high vacuum. 20.3 g (55%) of the title compound were obtained as colorless crystals, melting point 132° C. A further 6.3 g (17%) of the title compound were obtained by chromatography of the filtrate solution on 400 g of silica gel (toluene:ethyl acetate 9:1), Rf: 0.35 (toluene:ethyl acetate 9:1).

Provenance & Evidence