反应详情

Thymine (14 g, 0.11 mol) was suspended in methanol. Methyl acrylate (39.6 mL, 0.44 mol) was added, along with catalytic amounts of sodium hydroxide. The solution was refluxed in the dark for 45 h, evaporated to dryness in vacuo, and the residue dissolved in methanol (8 mL) with heating. After cooling in an ice bath, the product was precipitated by addition of ether (20 mL), isolated by filtration, washed with ether (3×15 mL), and dried over sicapent, in vacuo. Yield: 11.23 g (48%). M.p. 112-119° C. Anal. for C9, H12N2O4, found (calc.) C: 51.14 (50.94) H: 5.78 (5.70) N: 11.52 (13.20). The compound showed satisfactory 1H and 13C-NMR spectra.

1. temperatureThe solution was refluxed in the dark for 45 h
2. customevaporated to dryness in vacuo
3. dissolutionthe residue dissolved in methanol (8 mL)
4. temperaturewith heating
5. temperatureAfter cooling in an ice bath
6. customthe product was precipitated by addition of ether (20 mL)
7. customisolated by filtration
8. washwashed with ether (3×15 mL)
9. customdried over sicapent, in vacuo