Ammonium Chloride → 2-Chloro-N-({2-[(prop-2-en-1-yl)oxy]-1,3-dioxolan-4-yl}methyl)acetamide

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Reaction Steps

Six and seven-tenths g (0.04 mole) of N-(2,3-dihydroxypropyl) chloroacetamide, 7.3 g (0.04 mole) of triallylorthoformate, 0.2 g of ammonium chloride, and 50 ml of dichloroethane were combined in a reaction flask and distilled to a head temperature of 82° C. The distillate was cooled to room temperature, stirred with potassium carbonate and filtered over Florisil. The filtrate was evaporated to yield 3.2 g of 2-allyloxy-4-(chloroacetylamino) methyl-1,3-dioxolane, a yellow oil. Structure was confirmed by NMR. nD30 =1.4888.

Provenance & Evidence