Use of cyclohexene-(1)-dione-(3,6)-tetraalkyl diketals
US4214104A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Oct 31, 1978 |
| Grant date | Jul 22, 1980 |
| Priority date | — |
| Expiry date | Oct 31, 1998 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C2601/16
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
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.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.