Kisbye, J.; Byskov Madsen, N. published an article in 1977, the title of the article was Studies on sympathomimetic amines. X. Racemization of halostachine and phenylephrine.SDS of cas: 65645-88-7 And the article contains the following content:
The rates of racemization of (+)-halostachine (I) and (-)-phenylephrine (II) at 90-130° in strong acid solution are approx. equal and much lower than that for (-)-oxedrine. A linear dependence between the 1st-order rate constant and pH was observed and the activation energies and frequency factors for racemization of I and II were the same. An SN1 mechanism with carbonium ion formation as the rate-determining step was indicated. The experimental process involved the reaction of (S)-2-Hydroxy-N-methyl-2-phenylacetamide(cas: 65645-88-7).SDS of cas: 65645-88-7
The Article related to racemization halostachine phenylephrine kinetics, Physical Organic Chemistry: Rearrangements, Including Isomerization and Tautomerization and other aspects.SDS of cas: 65645-88-7
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics