Potassium Carbonate → Methyl (4-(2-(diphenylmethoxy)ethyl)-3,4-dihydro-2H-1,4-benzoxazin-8-yloxy)acetate

Participants

Reaction Steps

4-(2-(diphenylmethoxy)-ethyl)-8-hydroxy-3,4-dihydro-2H-1,4-benzoxazine (161 mg) was dissolved in anhydrous DMF (4 ml), and anhydrous potassium carbonate (54 mg) and methyl bromoacetate (0.04 ml) were added to the resultant solution, and the mixture was stirred at room temperature overnight. The reaction solution was poured into a saturated ammonium chloride aqueous solution, and then extracted with ethyl acetate containing 15% n-hexane. The resultant organic layer was washed with water and saturated brine, dried over sodium sulfate, and concentrated. The resultant residue was purified by medium-pressure column chromatography (solvent:ethyl acetate:cyclohexane=1/3) to obtain the colorless oily object compound (118 mg, yield 97%).

Provenance & Evidence