Non-cryogenic, ammonia-free reduction of aryl compounds
AssigneeUniversity of Pittsburgh—Of the Commonwealth System of Higher Education
InventorsKazunori Koide, James Proviano Burrows
Life of this patent
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Abstract
A method of reducing an aromatic ring or a cyclic, allylic ether in a compound includes preparing a reaction mixture including a compound including an aromatic moiety or a cyclic, allylic ether moiety, an alkali metal, and either ethylenediamine, diethylenetriamine, triethylenetetramine, or a combination thereof, in an ether solvent; and reacting the reaction mixture at from −20° C. to 30° C. for a time sufficient to reduce a double bond in the aromatic moiety to a single bond or to reduce the cyclic, allylic ether moiety.
Claims15
A method of reducing an aromatic ring or cyclic, allylic ether in a compound, comprising:
- preparing a reaction mixture comprising a compound comprising an aromatic moiety or a cyclic, allylic ether moiety, an alkali metal, and either ethylenediamine, diethylenetriamine, thiethylenetetramine, or a combination thereof, in an ether solvent, wherein the ethylenediamine:compound molar ratio or the diethylenetriamine:compound molar ratio in the reaction mixture ranges from 2-20:1;
- and
- reacting the reaction mixture at a temperature ranging from −20° C. to 30° C. for a time sufficient to reduce a double bond in the aromatic moiety to a single bond or to reduce the cyclic, allylic ether moiety.
Dependencies are inferred from the claim text.