Process for the preparation of ethynylbenzaldehydes

Details Process for the preparation of ethynylbenzaldehydes Process for the preparation of ethynylbenzaldehydes

1987-08-11

1988-08-23

Lone, Werren B.

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

Organic compounds

Oxygen containing

564274, C07C 47546, C07C11910

Patent

active

047662514

ABSTRACT:
A multi-step process for the preparation of ethynylbenzaldehydes from bromo- or iodobenzaldehydes is disclosed. The arylhalogen is replaced with a protected ethynyl compound which is subsequently cleaved by base to form the arylacetylene. The aldehydic functionality is preserved by formation of a corresponding Schiff's base or acetal, and its subsequent regeneration by treatment with aqueous acid.

REFERENCES:
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patent: 4283557 (1981-08-01), Walton
patent: 4336362 (1982-06-01), Walton
K.S.Y. Lau et al., J. Polymer Sci., Polymer Chem. Ed. 21, 3009, (1983).
W. B. Austin et al., J. Org. Chem. 46, 2280-2286, (1981).
E. Goldberg et al., JACS, vol. 77, 359-361, (1955).
J. Ojima et al., CA vol. 77, 126305m, (1972).
S. J. Havens et al., J. Org. Chem. 50, 1763-65, (1985).

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