132980-23-5Relevant articles and documents
New Syntheses of Ibuprofen and Naproxen
Wolber, Erwin K. A.,Ruechardt, Christoph
, p. 1667 - 1672 (2007/10/02)
A new route for the synthesis of α-arylpropionic acids, in particular for the two most important non-steroidal antiinflammatory compounds Ibuprofen (5) as well as racemic and optically active Naproxen (12), has been developed.N-(1-Arylethyl)formamides 2, 9 are dehydrated to the corresponding isocyanides 3, 10, and these are rearranged by flash pyrolysis to α-arylpropionitriles 4, 11 which are converted into α-arylpropionic acids 5, 12 by hydrolysis under standard conditions.The intermediate 1-(6-methoxy-2-naphthyl)-ethylamine is resolved via its tartrate or mandelic salts. Key Words : Isocyanide - cyanide rearrangement / Ibuprofen / Naproxen / Optically active 1-arylethylamines