1-Butanamine, N,N-dibutyl-, hydrochloride (1:1) → 3,4-Bis(p-toluyloxy)-alpha-[(tert-butylamino)methyl]benzyl alcohol

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The crude products of the foregoing examples containing minor amounts of acid-acceptor amine hydrochloride can be used without further purification in the reduction step to produce the corresponding phenylethanolamine compound. For example, a sample of 3,4-bis(p-toluyloxy)phenyl N-(tert-butyl)aminomethyl ketone hydrochloride containing about 6 percent of tributylamine hydrochloride was reduced with sodium borohydride to give 3,4-bis(p-toluyloxy)-α-[(tert-butylamino)methyl]benzyl alcohol (bitolterol) in greater than 90% yield.

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