反应详情

6-Hydroxybenzofuran-3(2H)-one (6 g, 40.0 mmol) was dissolved in DMF (80 mL), then added potassium carbonate (6.07 g, 43.97 mmol) and methyl iodide (4.12 mL, 65.95 mmol). The reaction was stirred at RT for 2 days. The mixture was filtered and the filtrate was concentrated in vacuo. The remaining oil was dissolved in EtOAc and washed with water. The aqueous layer was back-extracted with EtOAc (2×). The organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. The remaining orange-red solid was purified by silica gel chromatography (1:4 EtOAc/hexane) to afford 6-methoxybenzofuran-3(2H)-one as a bright yellow crystalline solid. MS (ESI, pos. ion) m/z: 165.1 (M+1).

1. filtrationThe mixture was filtered
2. concentrationthe filtrate was concentrated in vacuo
3. dissolutionThe remaining oil was dissolved in EtOAc
4. washwashed with water
5. extractionThe aqueous layer was back-extracted with EtOAc (2×)
6. washThe organic layers were washed with brine
7. dry with materialdried over sodium sulfate
8. concentrationconcentrated in vacuo
9. customThe remaining orange-red solid was purified by silica gel chromatography (1:4 EtOAc/hexane)