METHODS FOR CONVERSION OF TYROSINE TO P-HYDROXYSTYRENE AND P-HYDROXYCINNAMIC ACID

摘要

Three different reaction steps were combined to provide methods for preparing p-hydroxystyrene and p-hydroxycinnamic acid monomers from tyrosine. The three steps include reductive alkylation of tyrosine, followed by oxidation to the N-oxide, and thermal Cope elimination. During Cope elimination, either p-hydroxycinnamic acid or p-hydroxystyrene was produced depending on the absence or presence of base, respectively. Additionally, p-acetoxystyrene may be prepared by reacting the prepared p-hydroxystyrene either directly or after isolation with an acetylating agent.