Production of naphthyl-substituted ketones from naphthaldehydes

Details Production of naphthyl-substituted ketones from naphthaldehydes Production of naphthyl-substituted ketones from naphthaldehydes

1997-04-25

1998-12-08

Geist, Gary

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

Organic compounds

Oxygen containing

568313, C07C 49215

Patent

active

058472258

ABSTRACT:
A mixture formed from 2-naphthaldehyde (e.g., 6-methoxy-2-naphthaldehyde) and a dihydrocarbyl ketone having at least one hydrogen atom in the .alpha.-position (e.g., acetone) is heated in the presence of a heterogeneous basic catalyst (e.g., basic alumina) such that the unsaturated 2-naphthyl ketone is formed. The unsaturated ketone can be hydrogenated using, for example, a Pd/C catalyst to form the corresponding saturated ketone. The process enables efficient production of nabumetone and related pharmaceuticals by a clean reaction.

REFERENCES:
patent: 4061779 (1977-12-01), Lake et al.
patent: 4270004 (1981-05-01), Rose et al.
patent: 4420639 (1983-12-01), Lake et al.
Varma et al; Synthetic Commun., 15(4), 279-284 (Abstract only), 1985.
Fieser, Louis F. et al., Organic Chemistry (1944), pp. 700-701.

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