Potassium Carbonate → Methyl 2-(4-bromo-3-methoxyphenoxy)propanoate

Participants

Reaction Conditions

Reaction Steps

4-Bromo-3-methoxyphenol (209 mg, 1 mmol, 1 eq.) was dissolved in MeCN (4 mL). (±)-2-(Toluene-4-sulfonyloxy)-propionic acid methyl ester (258 mg, 1 mmol, 1 eq.) and K2CO3 (276 mg, 2 mmol, 2 eq.) were added and the mixture was stirred at 65° C. for 6 hours and further at r.t. for 4 days. The mixture was partitioned between water and Et2O. The layers were separated and the aq. phase was extracted with Et2O (2×). The comb. org. phases were dried over MgSO4, filtered, and concentrated in vacuo. The crude product was purified by flashmaster (column: 25 g, flow: 30 mL/min, 30 fractions of 30 mL, Heptane 100% to Heptane+20% AcOEt) to the title compound as a colorless oil.

Provenance & Evidence