Process for the preparation of chloroarylacetylene precursors

Details Process for the preparation of chloroarylacetylene precursors Process for the preparation of chloroarylacetylene precursors

1978-12-07

1980-07-01

Morgenstern, Norman

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260649DP, 260650R, 568807, 568812, 568813, C07C 1700, C07C 2900

Patent

active

042106109

ABSTRACT:
Chloroarylacetylenes such as m-chlorophenylacetylene and certain precursors to such chloroarylacetylene are prepared by reacting a chloroarylbromide with a substituted terminal acetylene compound containing at least three carbon atoms and a hydroxy group on the carbon atom adjacent to the acetylene group in the presence of a dialkyl or trialkyl amine solvent and a catalyst system consisting of a palladium complex containing two halogen moieties and two tri-substituted phosphine moieties. Additional triphenylphosphine can be added. A cuprous iodide promoter is also employed in the reaction sequence.

REFERENCES:
patent: 2693489 (1954-11-01), Kleurschmidt
patent: 3981932 (1976-09-01), Diamond
patent: 4089908 (1978-05-01), Kathawala
Moroz et al., "C.A." 78:147456x (1973).
Sonogashua et al., "Tetra. Letters", No. 50, pp. 4467-4470 (1975) Pergamon Press.
Curtis et al., "Tetra Letters", No. 25, pp. 2919-2920 (1968) Pergamon Press.

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