Hydrochloric Acid → HCID 12569777, compound

Participants

Reaction Steps

About 42 millimoles of the 1,4-bis-(5'-diazo-4'-oxopentyl)-benzene obtained from the preceding reaction, dissolved in 190 ml of methanol, are slowly added dropwise to a mixture of 117 ml of 5 M sodium chloride solution and 117 ml of 2 N hydrochloric acid solution, with vigorous stirring. The mixture turns cloudy and gas is evolved. Stirring is continued for 30 minutes and the yellow crude product which has precipitated (18.3 g) is filtered off. It is chromatographed over a silica gel column (length 30 cm, diameter 7 cm), using chloroform as the mobile phase, and colorless crystals are obtained; these are recrystallized from isopropanol. 1,4-bis-(5'-Chloro-4'-oxopentyl)-benzene is obtained in 51% yield (6.7 g); melting point 70°-71° C.

Provenance & Evidence