Selective halogenation of 2-fluoroaniline

Details Selective halogenation of 2-fluoroaniline Selective halogenation of 2-fluoroaniline

1982-01-18

1984-04-17

Shaver, Paul F.

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

Organic compounds

Amino nitrogen containing

C07C 8524

Patent

active

044436319

ABSTRACT:
Novel processes for making arylpropionic acids are described. One process comprises carboxylating particular Grignard compounds which are the products of a catalyzed reaction between corresponding arylmagnesium bromides and ethylene. Furthermore, the reaction making the particular Grignard compounds is itself novel. Also, an improved method is disclosed for making coupled aryl compounds useful as intermediates for making compounds having a pharmaceutical use. For example, particular biaryls may be used to make some of the Grignard compounds herein from which the arylpropionic acids are made. Finally, an improved bromination is disclosed giving high yields of 4-bromo-2-fluoroaniline, which is thereafter coupled with benzene, then used to make the arylmagnesium bromide reacted with ethylene to obtain the particular Grignard compound and subsequent desired arylpropionic acid, i.e. 2-(2-fluoro-4-biphenylyl)propionic acid.

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