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174150-58-4

2-BENZOYLOXAZOLE synthesis

3synthesis methods
-

Yield: 92%

Reaction Conditions:

with dmap;triethylamine in acetonitrile at 80; for 24 h;Sealed tube;Inert atmosphere;

Steps:


General procedure: DMAP (37 mg, 30 mol%), aroyl chloride (ifsolid; 2 mmol, 2 equiv) and azole (if solid; 1 mmol, 1 equiv) were weighed in a sealable tube. The tube was sealed and flushed with a stream of dry N2. MeCN (2 mL) was added, followed by Et3N (420μL, 3 equiv). Azole (1 mmol, 1 equiv) and aroyl chloride (2 mmol,2 equiv) were added dropwise to the reaction mixture, and stirred for 24 h at 80 °C. The mixture was then cooled to r.t., diluted with EtOAc and sat. aq NaHCO3, and extracted with EtOAc (2 ×). Combined organic layers were washed with brine, dried over MgSO4 and concentrated in vacuo. Purification by flash column chromatography(SiO2) afforded the desired product.

References:

Lassalas, Pierrik;Marsais, Francis;Hoarau, Christophe [Synlett,2013,vol. 24,# 17,p. 2233 - 2240]