Hydrochloric Acid → HCID 20298346, compound

Participants

Reaction Steps

5.4 g of 5-[N-(biphenyl-2-yl)amino]valeric acid is dissolved in 40 ml of 0.2 N caustic soda solution. Into the resulting clear solution (while vigorously stirring and constantly controlling the pH) 3.5 g of p-chlorobenzoyl chloride is added, drop by drop, while concurrently adding dilute caustic soda solution in order to maintain the pH at between 7 and 8. After the addition of acid chloride is complete, the solution is stirred for a further 30 minutes at pH 8 and then acidified to pH 3 with dilute hydrochloric acid. The precipitate, which is oily at first crystallizes after a time. It is filtered off and recrystallized from isopropyl alcohol to obtain 7.6 g (93% of thoery) of 5-[p-chloro-N-(biphenyl-2-yl)benzamido]valeric acid, MP 170° to 173°, which is identical with the compound obtained by the procedure of Example 53.

Provenance & Evidence