反应详情

温度

-78 °C

(5-Cyclopropyl-isoxazol-3-yl)-carbamic acid phenyl ester (0.368 g, 1.51 mmol) is dissolved in THF (10 mL) and cooled to −78° C. and flushed with nitrogen. N-butyllithium (2.17 mL, 3.47 mmol) is then added. The mixture is stirred in the dry ice/acetone bath for 30 minutes. Methyl iodide (0.10 mL, 1.66 mmol) is added neat and the reaction is stirred for 2 hours at −78° C. The reaction is quenched (0° C.) with 20 mL of a saturated solution of ammonium chloride, diluted with ethyl acetate and the organic layer is removed, dried (sodium sulfate) and concentrated to an oil that is purified via FCC (0-40% ethyl acetate:heptanes) to give the title compound as an oil. MS (ESI) m/z 259.20 (M+1).

1. customflushed with nitrogen
2. customThe reaction is quenched (0° C.) with 20 mL of a saturated solution of ammonium chloride
3. additiondiluted with ethyl acetate
4. customthe organic layer is removed
5. dry with materialdried (sodium sulfate)
6. concentrationconcentrated to an oil that
7. customis purified via FCC (0-40% ethyl acetate:heptanes)