4,4-dihalohexahydrophthalic anhydrides and 4-fluorotetrahydropht

Details 4,4-dihalohexahydrophthalic anhydrides and 4-fluorotetrahydropht 4,4-dihalohexahydrophthalic anhydrides and 4-fluorotetrahydropht

1984-05-02

1987-11-24

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

562507, C07C 6109, C07D30789

Patent

active

047090561

ABSTRACT:
4,4-dihalohexahydrophthalic anhydrides of the formula ##STR1## where Y is chlorine or fluorine, are prepared by the reaction of hydrogen fluoride with 4-chlorotetrahydrophthalic anhydride.
The 4,4-dihalohexahydrophthalic anhydrides of this invention can be dehydrohalogenated by reaction with basic alumina to prepare a mixture of 4-fluorotetrahydrophthalic anhydride isomers of the formula ##STR2## The 4-fluorotetrahydrophthalic anhydrides can then be dehydrogenated by reaction with a dehydrogenation catalyst to prepare 4-fluorophthalic anhydride.

REFERENCES:
patent: 2451612 (1948-10-01), Coffman et al.
patent: 4302396 (1981-11-01), Tsujimoto et al.
patent: 4517372 (1985-05-01), Tang
Bergmann, JACS, vol. 64, (1942), pp. 176 & 177.
Strobach et al., J. Org. Chem., vol. 36, No. 6, (1971), pp. 818-820.
Skvarchenko et al., Obshchei Khimii, vol. 30, No. 11, (1960), pp. 3535-3541.
Skvarchenko, Russian Chemical Reviews, Nov. 1963, pp. 571-589.

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