New process for the preparation of 2-aryl-propionic acids

Details New process for the preparation of 2-aryl-propionic acids New process for the preparation of 2-aryl-propionic acids

1990-09-10

1992-02-18

Niebling, John F.

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

Organic compounds

Carboxylic acids and salts thereof

204 59R, 562440, 562496, 562479, C07C 6304

Patent

active

050896610

ABSTRACT:
A new process is described for the preparation of a 2-aryl-propionic acid, such as for instance 2-[4-(2-methyl-propyl)phenyl]propionic or 2-(6'-methoxy-2'-naphthyl)propionic acid, through hydrogenation of a complex salt which consists of the mono- and/or di-valent anion of the corresponding 2-hydroxy-2-aryl-propionic acid, a di- or tri-valent metal cation, such as for instance Al(+3), Fe(+3), Zn(+2), or Mg(+2), and optionally other anonic or neutral ligands.
This new process is particularly advantageous in that the starting salt can be obtained directly via electrocarboxylation of the corresponding aryl methyl ketone, e.g. 4-(2-methyl-propyl)acetophenone or (6-methoxy-2-naphthyl) methyl ketone, with metal anodes which dissolve during the electrolysis.

REFERENCES:
patent: 4229367 (1980-10-01), Granwehr et al.
patent: 4582577 (1986-04-01), Wagenknecht
patent: 4601797 (1986-07-01), Wagenknecht
patent: 4708780 (1987-11-01), Silvestri et al.
patent: 4814494 (1989-03-01), Shimizu et al.
Rieu et al, "Methods for the Synthesis of Antiinflammatory 2-Aryl Propionic Acids", Tetrahedron, vol. 42, No. 15, (1986), pp. 4095-4131.

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