Ethyl Acetate → HCID 25214746, compound

Participants

Reaction Steps

Flame dried 10 mL flask was filled with argon and charged with hydroxyacetone (1 ml) and anhydrous DMSO (2 ml). After solution is formed the 4-benzoxazol-2-yl-benzaldehyde (2.2 mmol) followed by L-Proline (1.1 mmol) were added. The resulted homogeneous reaction mixture was stirred at room temperature for 24 h. Then, half saturated NH4Cl solution (20 ml) and ethyl acetate (10 ml) was added with vigorous stirring, the layers were separated and the aqueous phase was extracted thoroughly with ethyl acetate (5×10 ml). The combined organic phases were dried (Na2SO4) and concentrated in vacuum. The residue was recrystallized from EtOH yielding 95 mg of pure product as white crystals; the mother liquor was purified by column chromatography (eluent-ethyl acetate/hexanes-6/3) yielding next 125 mg (total yield 66%) of the pure product.

Provenance & Evidence