Reaktion #703606

Reaktionsgleichung

o-nitrophenyl benzoate

→

2-phenylbenzoxazole

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAn autoclave is charged with 2.43 g
2. 2
   Sonstigeof acetonitrile, purged with nitrogen
3. 3
   SonstigeThe catalyst is removed
4. 4
   Sonstigethe solvent is evaporated

Vorschrift

An autoclave is charged with 2.43 g. o-nitrophenyl benzoate, 0.50 g. 5% palladium-on-carbon, 0.25 g. ferric chloride and 20 ml. of acetonitrile, purged with nitrogen, pressurized to 5,000 psig. with carbon monoxide, and heated at 190° C. for 6 hours. Analysis of the reaction mixture by vapor phase chromatography shows that the major component (87%) is 2-phenylbenzoxazole and a minor component is 3-benzoyl-2-benzoxazolinone. The catalyst is removed and the solvent is evaporated. Chromatography of the residual oil on alumina yields 2-phenylbenzoxazole, melting point 100°-102° C., identical with an authentic sample by mixed melting point and infrared spectrum.

Quelle