反应详情

温度

-40 °C

40 ml of 1.7M tert-butyllithium in pentane are added, at −40° C. under nitrogen, to 5 g of 4-(N-Bocamino)-3-methylpyridine. After stirring for 1 hour at −40° C., the lithiated derivative thus formed is added to 12.9 g of benzyl oxalate in 100 ml of THF at −40° C. The mixture is allowed to return to 0° C., it is left stirring for 2 hours, 25 ml of 6N HCl are then added and this mixture is heated at 50° C. for one and a half hours. The pH is brought to 9 by addition of 1N NaOH, the mixture is then extracted with EtOAc and the extracts are dried and evaporated. The residue is chromatographed on silica, eluting with DCM/MeOR (100/3; v/v) to give 2.7 g of the expected compound.

1. customthe lithiated derivative thus formed
2. customto return to 0° C.
3. waitit is left
4. stirringstirring for 2 hours
5. temperaturethis mixture is heated at 50° C. for one and a half hours
6. extractionthe mixture is then extracted with EtOAc
7. customthe extracts are dried
8. customevaporated
9. customThe residue is chromatographed on silica
10. washeluting with DCM/MeOR (100/3; v/v)