The benzylation of 3-(γ-dimethylaminopropoxy)-1 H-indazole with benzyl chloride was studied after using alkaline earth metals and their amides as metalating reagents in liquid ammonia. By the use of calcium and barium amides, benzydamine was obtained in good yields. When the benzylation was carried out by use of alkaline earth or alkali metals (not their amides) in liquid ammonia, 3-(γ-dimethylaminopropoxy)-4, 7-dihydro-1H-indazole and 1-benzyl-3-(γ-dimethylaminopropoxy)-4, 7-dihydro-1H-indazole were formed as by-products. Formation of these by-products was inhibited partially by addition of potassium permanganate. The inhibition was found complete, when sodium metal in liquid ammonia was used.
The telomerization reaction of ethylene with 1, 1, 1, 3-tetrachloropropane initiated by hexaethylphosphorous-triamide-ferric chloride was investigated under various reaction conditions in a stainless steel autoclave. The reaction products were α, γ, γ, ω-tetrachloroalkane homologs which are the same as those from the reactions initiated by triethylphosphite-ferric salts ; 80-90 wt% of the products were the n=1 telomer (1, 3, 3, 5-tetrachloropentane)