反应详情

温度

80 °C

A solution of 3-ethyl-5-methyl-isoxazole-4-carboxylic acid (1.0 g), diphenylphosphoryl azide (1.4 ml) and triethylamine (0.9 ml) in toluene (20 ml) under an atmosphere of nitrogen was heated at 80° C. for 2 hours. 2-(Trimethylsilyl)-ethanol was added dropwise and heating at 80° C. continued for 18 hours. The solvent was removed in vacuo and the residue dissolved in ethyl acetate (100 ml), washed with 1N sodium hydroxide solution (2×25 ml) and washed with brine (25 ml). The organic layer was separated, dried over magnesium sulphate, filtered and the solvent removed in vacuo. Purification by column chromatograhy on silica eluting with 20% ethyl acetate in hexane afforded the title compound as a colourless oil (1.2 g).

1. customThe solvent was removed in vacuo
2. dissolutionthe residue dissolved in ethyl acetate (100 ml)
3. washwashed with 1N sodium hydroxide solution (2×25 ml)
4. washwashed with brine (25 ml)
5. customThe organic layer was separated
6. dry with materialdried over magnesium sulphate
7. filtrationfiltered
8. customthe solvent removed in vacuo
9. customPurification by column chromatograhy on silica eluting with 20% ethyl acetate in hexane