反应详情

A solution of methyl 4-hydroxyphenylacetate (25.0 g, 0.147 mol) in tetrahydrofuran (50 ml) was added dropwise to a stirred suspension of sodium hydride (4.45 g of an 80% dispersion in oil, 0.147 mol) in tetrahydrofuran (150 ml) and the mixture was stirred for 90 minutes. A solution of methyl iodide (20.9 g, 0.47 mol) in tetrahydrofuran (50 ml) was added dropwise and the mixture was stirred overnight at room temperature. The solvent was removed in vacuo, and the residue was partitioned between water and ethyl acetate. The organic extract was washed with brine, dried over anhydrous magnesium sulfate, filtered and the filtrate was evaporated in vacuo. The residue was purified by chromatography on silica gel, eluting with ethyl acetate:hexane 1:9, to give methyl 4-methoxyphenylacetate (22.0 g) as a colourless oil.

1. stirringthe mixture was stirred overnight at room temperature
2. customThe solvent was removed in vacuo
3. customthe residue was partitioned between water and ethyl acetate
4. extractionThe organic extract
5. washwas washed with brine
6. dry with materialdried over anhydrous magnesium sulfate
7. filtrationfiltered
8. customthe filtrate was evaporated in vacuo
9. customThe residue was purified by chromatography on silica gel
10. washeluting with ethyl acetate:hexane 1:9