Process for synthesis of coenzyme Q compounds

Process for synthesis of coenzyme Q compounds

A process for synthesizing 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 taken together form a valence bond, IN WHICH 2-METHYL-4,5,6-TRIMETHOXYPHENOL IS REACTED WITH BORIC ACID OR A REACTIVE DE...

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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
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Beschreibung
Zusammenfassung:A process for synthesizing 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 taken together form a valence bond, IN WHICH 2-METHYL-4,5,6-TRIMETHOXYPHENOL IS REACTED WITH BORIC ACID OR A REACTIVE DERIVATIVE 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 oxidant.