Synthesis of 4-acetylbenzoxazolin-2(3H)-one reported from zea mays
A three-step alternative synthesis of 4-acetylbenzoxazolin-2(3H)-one (4) is reported. Starting from inexpensive 3-hydroxyacetophenone (1) 3-hydroxy-2-nitroacetophenone (2) is prepared by nitration followed by catalytic hydrogenation to yield 2-amino-3-hydroxyacetophenone (3) in which a C=O unit is inserted by means of bis(trichloromethyl)carbonate (triphosgene) in the presence of triethylamine to afford 4 in 35% overall yield.
Kluge
M
Institute of Organic Chemistry, University of Leipzig, Talstrasse 35, D-04103 Leipzig, Germany.
Sicker
D