5-METHYL-N,3-DIPHENYL-4-ISOXAZOLECARBOXAMIDE synthesis
- Product Name:5-METHYL-N,3-DIPHENYL-4-ISOXAZOLECARBOXAMIDE
- CAS Number:123862-91-9
- Molecular formula:C17H14N2O2
- Molecular Weight:278.31
Yield:123862-91-9 80%
Reaction Conditions:
with N-ethyl-N,N-diisopropylamine in methanol;lithium hydroxide monohydrate at 20; for 2 h;
Steps:
General synthetic procedure forthe [3 + 2]-cycloaddition reaction
General procedure: To a solution of the 1,3-diketone, β-ketoester, or β-ketoamide(0.5 mmol, 1 equiv) in methanol was added water, phenylhydroximoyl chloride (1 equiv), and DIPEA (3 equiv) at roomtemperature (total volume of methanol and water = 15 mL; 95%water, 5% methanol). The reaction mixture was stirred for 1-2 huntil all of the starting materials were consumed (TLC, 10%ethyl acetate in hexanes). After the reaction was complete, theproduct was extracted with ethyl acetate, dried with Na2SO4,concentrated under reduced pressure, and purified via columnchromatography (ethyl acetate/hexanes).
References:
Hossain, Md Imran;Khan, Md Imdadul H.;Kim, Seong Jong;Le, Hoang V. [Beilstein Journal of Organic Chemistry,2022,vol. 18,p. 446 - 458] Location in patent:supporting information
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