Potassium Carbonate → Methyl 6-morpholinobenzofuran-2-carboxylate

Participants

Reaction Steps

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.

Provenance & Evidence