2-(6'-methoxynaphth-2'yl) propionaldoxime and 5'-halo derivative

Details 2-(6'-methoxynaphth-2'yl) propionaldoxime and 5'-halo derivative 2-(6'-methoxynaphth-2'yl) propionaldoxime and 5'-halo derivative

1975-01-10

1976-06-01

Schwartz, Gerald A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07C13100

Patent

active

039609570

ABSTRACT:
New compounds, 2-(6'-methoxynaphth-2'-yl)propylene oxide, 2-(6'-methoxynaphth-2'-yl)propionaldoxime, 2-hydroxy-2-(6'-methoxynaphth-2'-yl)-propionitrile, 2-(6'methoxynaphth-2'-yl)acrylonitrile, 2-(6'-methoxynaphth-2'-yl)acrylic acid, the corresponding 5'-halo compounds and 2-(5'-halo-6'-methoxynaphth-2'-yl)propionaldehyde are useful intermediates in producing 2-(6'-methoxynaphth-2'-yl)propionic acid and the corresponding 5'-halo acids from 6-methoxy-2-acetylnaphthalene and the corresponding 5-halo compounds. The 2-propionic acids are anti-inflammatory, analgesic, anti-pyretic and anti-pruritic agents. The 2-propionaldehydes, obtained from the 2-acetyl compounds by way of the 2-propylene oxide, can be converted directly to the 2-propionic acids by way of the 2-propionaldoximes and the 2-propionitriles or more directly by Jones oxidation. Alternatively the 2-acrylonitriles, obtained from the 2-acetyl compounds by way of the 2-hydroxy-2-propionitrile, can be converted to the 2-propionic acid by way of the 2-acrylic acid or 2-propionitrile.

REFERENCES:
chemical Abstracts, vol. 17, p. 102 (1923).
Chemical Abstracts, vol. 40, column 3429.sup.7 (1946).
Chemical Abstracts, vol. 40, column 1045(f) (1952).

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