Enolic ethers of adipic dialdehyde and method for preparing the same
OwnerAndre Bader, Francis Weissinventors
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Abstract
Enolic monoether and diether of adipic dialdehyde such as 6-methoxy-5-hexene-1-al, 1,6-dimethoxy-1,5-hexadiene, 1,6-bis-(2 hydroxy propoxy)-1,5-hexadiene are prepared by heating to a sufficiently high temperature for a Cope rearrangement, e.g., 150.degree. to 450.degree. C. of the corresponding monoether or diether of 1,5-hexadiene-3,4-diol.
Claims4
A method for preparing enolic monoether or diether of adipic dialdehyde which method comprises the step of heating to a temperature between about 150.degree. and 450.degree. C and in the presence of an inert and thermally stable solvent for a Cope rearrangement a monoether or diether of the formulas ##EQU8## or ##EQU9## respectively, wherein each R is a hydrogen atom, an alkyl of 1 to 4 carbon atoms, phenyl, or phenyl having substituted therein an alkyl of 1 to 4 carbon atoms, a halogen, hydroxyl, methoxy, ethoxy, carboxy, carbomethoxy, carboethoxy, or methylol substituent, and each R' is an alkyl of 1 to 4 carbon atoms or a halogen, hydroxy, or cyano mono-substituted alkyl of 1 to 4 carbon atoms, and recovering the corresponding enolic monoether or diether of adipic aldehyde of the formulas ##EQU10## or ##EQU11## respectively.
A method for preparing enolic monoether or diether of adipic dialdehyde which method comprises the step of heating to a temperature between about 150.degree. and 450.degree. C and in the vapor phase for a Cope rearrangement a monoether or diether of the formulas ##EQU12## or ##EQU13## respectively, wherein each R is a hydrogen atom, an alkyl radical of 1 to 4 carbon atoms, phenyl, or phenyl having substituted therein an alkyl of 1 to 4 carbon atoms, a halogen, hydroxyl, methoxy, ethoxy, carboxy, carbomethoxy, carbomethoxy, carboethoxy, or methylol substituent;
- and each R' is an alkyl of 1 to 4 carbon atoms or a halogen, hydroxy, or cyano monosubstituted alkyl of 1 to 4 carbon atoms, and recovering the corresponding enolic monoether of diether of adipic aldehyde of the formulas ##EQU14## or ##EQU15## respectively.
Dependencies are inferred from the claim text.