反应详情

A solution of methyl propiolate (25.4 g, 0.3 mol), p-methoxybenzamidoxime (50 g, 0.3 mol) and CH3OH (700 ml) was heated at reflux with stirring. After 8 hours, the reaction mixture was concentrated to dryness, and the residue treated with diphenyl ether (300 ml) and heated at reflux. After 2.5 hours, the reaction mixture was poured in C6H14 (2 L) and allowed to stand. The C6H14 was decanted off and the residue chromatographed on silica gel. The product was eluted with 2% CH3OH--CHCl3 to yield 21 g (30%) of 63; m.p. 188°-90° C. (trituration with Et2O).

1. temperatureat reflux
2. concentrationthe reaction mixture was concentrated to dryness
3. additionthe residue treated with diphenyl ether (300 ml)
4. temperatureheated
5. temperatureat reflux
6. waitAfter 2.5 hours
7. additionthe reaction mixture was poured in C6H14 (2 L)
8. customThe C6H14 was decanted off
9. customthe residue chromatographed on silica gel
10. washThe product was eluted with 2% CH3OH