反应详情

Stir a mixture of methyl 4-hydroxy-2-methoxybenzoate (Danishefsky et al., J. Med. Chem. 1979, 101, 7001-7008, 0.73 g, 4 mmol), 2-chloroethyl methy ether (1 mL, 12 mmol, Aldrich Chemical Company), potassium carbonate (0.55 g, 4.8 mmol) and dimethylformamide (20 mL) at 50° C. overnight. Cool to room temperature, add 2-chloroethyl methy ether (1 mL) and potassium carbonate (1.36 g), and heat with stirring at 70° C. for six hours. Cool and dilute with ethyl acetate, wash with saturated brine, dry (Na2SO4) the organic phase, filter and concentrate the filtrate in vacuo. Vacuum dry the residue overnight at room temperature to afford 0.94 g of 2-methoxy-5-(2-methoxy-ethoxy)-benzoic acid methyl ester.

1. temperatureheat
2. stirringwith stirring at 70° C. for six hours
3. temperatureCool
4. washwash with saturated brine
5. dry with materialdry (Na2SO4) the organic phase
6. filtrationfilter
7. concentrationconcentrate the filtrate in vacuo
8. customVacuum dry the residue overnight at room temperature