Process for preparing naproxen

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

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560 56, 568315, 568328, C07C 5964, C07C 6736, C07C 49782

Patent

active

047360615

ABSTRACT:
Process for preparing Naproxen via a sequence of stereospecific reactions which comprises: condensation of 1-chloro-2-methoxy-naphthalene with a (S)-2-halo-propionyl halide according to the Friedel-Crafts reaction, ketalization of the thus obtained (S)-2-halo-1-(5'-chloro-6'-methoxy-2'-naphthyl)-propan-1-one, rearrangement of said ketal to afford an ester, hydrolysis of the ester and removal of the chlorine atom in 5-position by hydrogenolysis.
New (S) 2-halo-1-(5'-chloro-6'-methoxy-2'-naphthyl)-propan-1-ones.

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patent: 4510321 (1985-04-01), Masilamani et al.
patent: 4582930 (1986-04-01), Castaldi et al.
Desai, A. P. et al., 3. Indian Chem. Soc., vol. 47, No. 2, pp. 117-118, 1970.

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