100 parts of m-hydroxy-ω-aminoacetophenone hydrochloride (the addition product in acid solution of brominated m-acetoxyacetophenone, obtained by reacting bromoacetophenone with sodium iodide, followed by the addition of hexamethylenetetramine in a neutral solvent) with hydrogen gas in an aqueous solution in the presence of 2 parts palladium catalyst were shaken until hydrogen gas in a 2 atomic ratio was absorbed. The catalyst was then filtered and the filtrate was evaporated under vacuum. The completely dried residue was dissolved in anhydrous ethanol, and anhydrous diethyl ether was added to produce a precipitate. The resulting DL-NORPHENYLEPHRINE HYDROCHLORIDE forms white crystals with a melting point of 159°C to 160°C.
white to almost white crystalline powder
rac Norphenylephrine Hydrochloride is an Impurity A of phenylephrine. A phenylephrine derivative as leukotriene D4 antagonists.
ChEBI: Norfenefrine hydrochloride is a member of phenols.
100 parts of the hydrochloride of meta-hydroxy-ω-aminoacetophenone of melting point 220°C to 222°C (obtainable by brominating metaacetoxyacetophenone, causing the bromoketone to react with sodium iodide, adding hexamethylenetetramine to the iodide in an indifferent solvent and scission of the addition product in acid solution) are shaken in aqueous solution with hydrogen in presence of 2 parts of palladium catalyst until 2 atomic proportions of hydrogen have been absorbed. The catalyst is now filtered and the filtrate evaporated in a vacuum; and the crystalline and completely dry residue is dissolved in absolute alcohol and a precipitate is produced by adding dry ether. The hydrochloride of metahydroxyphenylethanolamine thus obtained forms white crystals of melting point 159°C to 160°C.
