4-Iodobenzylamine hydrochloride is used to prepare cyclic amide by reacting with methyl 4-bromomethyl-3-methoxycarbonylcinnamate in the presence of triethylamine. It is also used in pharmaceuticals, agrochemicals and dye industries.
To a suspension of 4-iodobenzamide (11 g, 45 mmol) in THF (50 mL) was added BH3-THF (1M, 22.5 mL, ).
22.5 mmol). The resulting solution was heated to reflux overnight. The reaction was cooled in an ice bath and MeOH-HCl (60 mL) was added slowly and dropwise.
The resulting precipitate was filtered and dried to give 4-iodobenzylamine hydrochloride. White solid, yield 10.8 g, 88%.
