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ChemicalBook CAS DataBase List 3,5-diphenyloxazole

3,5-diphenyloxazole synthesis

14synthesis methods
-

Yield:2039-49-8 99%

Reaction Conditions:

with manganese(IV) oxide in toluene;Dean-Stark;Reflux;

Steps:

Procedure for the oxidation reactions

General procedure: To a flask adapted with a Dean-Stark were added 3,5-disubstituted isoxazoline (1.0 mmol), toluene (35 ml) and MnO2 (18.0 mmol). The mixture was heated under reflux. Reactions were monitored by thin-layer chromatography. After observing that all the isoxazoline was consumed, it was filtered over celite, washed with CH2Cl2 and concentrated in vacuum to give the solid which were purified by recrystallization in ethanol. 3,5-diphenylisoxazole (5a): White solid; Yield: 99%; mp 137.4 C; 1H NMR (300 MHz, CDCl3) d = 7.86 (m, 4H), 7.48 (m, 6H), 6.84 (s, 1H); 13C NMR (101 MHz, CDCl3) d = 170.5, 163.1, 130.2, 130.0, 129.2, 129.0, 128.9, 127.4, 126.8, 125.9, 97.5.

References:

Lopes, Luana D.;Bortoluzzi, Adailton J.;Prampolini, Giacomo;dos Santos, Francisco P.;Livotto, Paolo R.;Merlo, Aloir A. [Journal of Fluorine Chemistry,2018,vol. 211,p. 24 - 36] Location in patent:supporting information