Process for the preparation of cyclobutenoarenes

Details Process for the preparation of cyclobutenoarenes Process for the preparation of cyclobutenoarenes

1990-05-17

1991-03-26

Davis, Curtis R.

Chemistry of hydrocarbon compounds

Aromatic compound synthesis

By ring formation from nonring moiety, e.g., aromatization,...

C07C 1264

Patent

active

050031236

ABSTRACT:
A process is disclosed for the pyrolytic production of a cyclobutenoarene from an o-alkylarylmethyl halide, the process involving the condensation of the pyrolysis product stream in the presence of water vapor. Water can be added to the process with the starting material so that it is present during pyrolysis and/or it can be added to the mixed product stream from the pyrolysis zone. The presence of water vapor in the product stream enables the condensation of aqueous hydrogen halide and provides a relatively simple way to reduce corrosion of downstream equipment.

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patent: 4570011 (1986-02-01), So
patent: 4851603 (1989-07-01), Quarderer et al.
Schiess et al, Preparation of Benzocyclobutenes by Flash Vacuum Pyrolysis, Tetrahedron Letters, 46, pp. 4569-4572.
Klundt, Benzocyclobutene and It's Derivatives, Chemical Reviews, 70, pp. 471-487.
Boekelheide and Ewing, Benzocyclobutenes as Intermediates, Tetrahedron Letters, 44, pp. 4245-4248.
Boekelheide, Synthesis and Properties of the [2.sub.n ] Cyclophanes, Topics in Current Chemistry, 113, pp. 100-105.
Gray et al., Synthesis of Benzo [1,2:4,5]dicyclobutene Derivatives, Journal Americal Chemical Society, 100, pp. 2892-2893.

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