Process for synthesis of coenzyme Q compounds

A process for the synthesis of 2,3-dimethoxy-5-methyl-6-substituted-1,4-benzoquinones having the formula: wherein R is in which n is an integer of 0 to 9, and A and B are hydrogens or A-B is a direct valence bond between the carbon atoms to which they are attached, CHARACTERIZED BY REACTING 2-METHYL...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Hauptverfasser:	KIJIMA, SHIZUMASA, MINAMI, NORIO, YAMATSU, ISAO, INAI, YUICHI
Format:	Patent
Sprache:	eng
Schlagworte:	ACYCLIC OR CARBOCYCLIC COMPOUNDS ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM CHEMISTRY METALLURGY ORGANIC CHEMISTRY
Online-Zugang:	Volltext bestellen
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	A process for the synthesis of 2,3-dimethoxy-5-methyl-6-substituted-1,4-benzoquinones having the formula: wherein R is in which n is an integer of 0 to 9, and A and B are hydrogens or A-B is a direct valence bond between the carbon atoms to which they are attached, CHARACTERIZED BY REACTING 2-METHYL-4,5,6-TRIMETHOXYPHENOL WITH AN ARYL BORONIC ACID, A LOWER ALKYL BORONIC ACID OR AN ACID ANHYDRIDE THEREOF TO OBTAIN A 2-METHYL-4,5,6-TRIMETHOXYPHENOL ESTER OF BORIC ACID, REACTING THE RESULTING ESTER WITH AN N-PRENOL OR ISO-PRENOL HAVING THE FORMULA: wherein R is as defined above, OR A REACTIVE DERIVATIVE OF SAID N- OR ISO-PRENOL, IN THE PRESENCE OF A SILICA-ALUMINA COMPOUND, TO OBTAIN A 2-METHYL-3-SUBSTITUTED-4,5,6-TRIMETHOXYPHENOL ESTER OF BORIC ACID, AND HYDROLYZING THE THUS-OBTAINED ESTER AND TREATING THE RESULTING 2-METHYL-3-SUBSTITUTED-4,5,6-TRIMETHOXYPHENOL HAVING THE FORMULA: wherein R is as defined above, WITH AN OXIDIZING AGENT.