反应详情

Methyl bromoacetate (3.0 g) and K2CO3 (3.0 g) were added to a solution of 2-hydroxy-4-morpholinobenzaldehyde (3.5 g) in acetonitrile (100 ml), and after heated reflux for 16 hours, the reaction solution was filtered and the mother liquor was concentrated under reduced pressure. MeOH (100 ml) and concentrated hydrochloric acid (10 ml) were added to the residue, and after reflux for 5 hours, the reaction solution was concentrated under reduced pressure. A saturated NaHCO3 aqueous solution (100 ml) was added to the residue prior to extraction with AcOEt, and the organic layer was dried with MgSO4 and then filtered and concentrated. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=5/1) to obtain methyl 6-morpholinobenzofuran-2-carboxylate.

1. temperatureafter heated
2. temperaturereflux for 16 hours
3. filtrationthe reaction solution was filtered
4. concentrationthe mother liquor was concentrated under reduced pressure
5. additionMeOH (100 ml) and concentrated hydrochloric acid (10 ml) were added to the residue
6. temperatureafter reflux for 5 hours
7. concentrationthe reaction solution was concentrated under reduced pressure
8. additionA saturated NaHCO3 aqueous solution (100 ml) was added to the residue
9. extractionto extraction with AcOEt
10. dry with materialthe organic layer was dried with MgSO4
11. filtrationfiltered
12. concentrationconcentrated
13. customThe residue was purified by silica gel column chromatography (n-hexane/AcOEt=5/1)