Cyclohexene-(1)-dione-(3,6)-tetraalkyl diketals, process for...

C - Chemistry – Metallurgy – 07 – C

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260/646.1

C07C 43/18 (2006.01) C07C 41/28 (2006.01)

Patent

CA 1093586

HOE 77/F 017 CYCLOHEXENE-(1)-DIONE-(3,6)-TETRAALKYL DIKETALS, PROCESS FOR PREPARING THEM AND THEIR USE bstract of the disclosure: Cyclohexene-(1)-dione-(3,6)-tetraalkldiketals of the formula Image (II) wherein each R is a primary or secondary C1-4 alkyl radical are obtained by catalytic hydrogenation of p-benzoquinone tetra- methyl-diketal with about 1 mol of H2 per mol of diketal, in a basic medium, at a temperature of front about -10 to +150° C and optionally by reketalization with a primary or secondary C2-4 alcohol in a slightly acid medium with substantial exclusion of water, at a temperature of from agout -10 to +35° C. Cyclohexene- (1)-dione-(3,6)-tetraalkyldiketals, optionally disolved in an alcohol ROH give hydroquinone dialkyl ethers on acidification and heating to about 60 to 120°C, which ethers are valuable dyestuff intermediates, On catalytic hydrogenation in a basic medium, cyclohexene-(1)-dione-(3,6)-tetraalkyldiketals give the corres- ponding cyclohexane-(1,4)-tetraalkldiketals, which are the starting products for the manufacture, for example, of tetracy- anoquinodimethane, an important compound in the field of semi- conductors.

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