Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Patent
1978-10-31
1980-07-22
Helfin, Bernard
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
C07C 4100
Patent
active
042141044
ABSTRACT:
Cyclohexene-(1)-dione-(3,6)-tetraalkyldiketals of the formula ##STR1## wherein each R is a primary or secondary C.sub.1-4 alkyl radical are obtained by catalytic hydrogenation of p-benzoquinone tetramethyl-diketal with about 1 mol of H.sub.2 per mol of diketal, in a basic medium, at a temperature of from about -10 to +150.degree. C. and optionally by reketalization with a primary or secondary C.sub.2-4 alcohol in a slightly acid medium with substantial exclusion of water, at a temperature of from about -10 to +35.degree. C. Cyclohexene-(1)-dione-(3,6)-tetraalkyldiketals, optionally dissolved in an alcohol ROH give hydroquinone dialkyl ethers on acidification and heating to about 60.degree. to 120.degree. C., which ethers are valuable dyestuff intermediates. On catalytic hydrogenation in a basic medium, cyclohexene-(1)-dione-(3,6)-tetraalkyldiketals give the corresponding cyclohexane-(1,4)-tetraalkyldiketals, which are the starting products for the manufacture, for example, of tetracyanoquinodimethane, an important compound in the field of semiconductors.
REFERENCES:
patent: 4057586 (1977-11-01), Pistorius
patent: 4066708 (1978-01-01), Millauer et al.
Johannissian et al., Chem. Abs., vol. 25 (1931) 921-922.
Helfin Bernard
Hoechst Aktiengesellschaft
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