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Neue Synthesen für Ibuprofen und Naproxen
Author(s) -
Wolber Erwin K. A.,
Rüchardt Christoph
Publication year - 1991
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19911240730
Subject(s) - chemistry , naproxen , ibuprofen , hydrolysis , ethylamine , diastereomer , medicinal chemistry , tartrate , organic chemistry , medicine , alternative medicine , pathology , pharmacology
New Syntheses of Ibuprofen and Naproxen 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.