THE CHEMISTRY OF 2H-3,1-BENZOXAZINE-2,4(1H)-DIONE (ISATOIC ANHYDRIDE).23. SYNTHESIS OF 2-(2-PROPENYL)-ISOPROPYLANILINE AND 2-ISOPROPYLANILINE

Authors
COPPOLA GM MARSDEN CM
Citation
Gm. Coppola et Cm. Marsden, THE CHEMISTRY OF 2H-3,1-BENZOXAZINE-2,4(1H)-DIONE (ISATOIC ANHYDRIDE).23. SYNTHESIS OF 2-(2-PROPENYL)-ISOPROPYLANILINE AND 2-ISOPROPYLANILINE, Heterocyclic communications, 2(4), 1996, pp. 301-304
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocyclic communications → ACNP
ISSN journal
07930283
Volume
2
Issue
4
Year of publication
1996
Pages
301 - 304
Database
ISI
SICI code
0793-0283(1996)2:4<301:TCO2(A>2.0.ZU;2-D
Abstract
Isatoic anhydrides react with excess methyllithium at -78 degrees C to produce tertiary alcohols (9) under bar in high yields. The hydroxyl group of (9) under bar can be dehydrated to give the 2-(2-propenyl)ani lines <(10)under bar> using iodine under azeotropic water removal cond itions. Catalytic hydrogenation of the olefin affords the target 2-iso propylaniline derivatives <(11)under bar>.