Carbon tetrabromide → 5-Chloro-2-[3-(2,2-dibromovinyl)phenoxy]-pyrimidine

Participants

Reaction Steps

Carbon tetrabromide (3.32 g) was added with stirring to a solution of triphenylphosphine (5.24 g) in methylne chloride (20 ml) at 20° C. 5-Chloro-2-(3-formylphenoxy)-pyrimidine (1.8 g) was added immediately to the warm orange solution causing the colour to fade rapidly. After 2 hours at 20° C. the reaction mixture was washed with water and then the organic layer was dried and concentrated to a thick syrup. Extraction of this syrup with n-hexane (4×50 ml), followed by evaporation of the n-hexane gave a colourless oil (3 g). The oil was chromatographed on a column of silica gel (50 g) and elution with chloroform gave the title compound, in the first fractions, as a colourless crystalline solid (1.95 g), m.p. 68° C.

Provenance & Evidence