α-[1-(Cinnamylmethylamino)ethyl]benzyl alcohol hydrochloride

Midol Tab,Sterling Winthrop

8.0 g of 1-phenyl-2-methylaminopropanol-1 are dissolved in 30 ml of warm benzene and the solution is mixed with 5.0 g of cinnamylbromide. It isallowed to stand for 2 h at room temperature; the whole is then filtered with suction to eliminate the phenylmethylaminopropanol hydrobromide formed and the filtrate is shaken out with dilute hydrochloric acid, while adding such a quantity of water that the thick oil drops which separate are dissolved. The aqueous extract is filtered until it is clear, rendered alkaline by means of ammonia, shaken with ether, the ether is distilled off, the residue is recrystalized, so 1-phenyl-2-methyl-cinnamylaminopropanol-1 was obtained.
In practice it is usually used as hydrochloride.

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