反应详情

Methyl 2-(3-methoxyphenoxy)phenylacetate (6.81 g) was dissolved in 11 mL of dimethyl carbonate and 600 mg of sodium was added. The mixture was heated at reflux for 10 h, then cooled. The reaction mixture was quenched with water, acidified with concentrated aqueous HCl and extracted with dichloromethane. The combined organic extracts were dried (MgSO4), filtered and concentrated under reduced pressure to give an oil. The desired material was separated from unreacted starting material by flash chromatography (4:1 hexane: ethyl acetate as eluant) to yield after concentration, 3.54 g (43%) of the title compound of Step B. 1H NMR (CDCl3): δ7.46(dd,J=1.5,7.5Hz,1H), 7.29 (t,J=8Hz,1H), 7.2 (m,2H), 6.92 (d,J=8Hz,1H), 6.65 (td, J=1.5,7.5Hz,1H), 6.5 (m,2H), 5.14 (s,1H), 3.77 (s,3H), 3.73 (s,6H).

1. temperatureThe mixture was heated
2. temperatureat reflux for 10 h
3. temperaturecooled
4. customThe reaction mixture was quenched with water
5. extractionextracted with dichloromethane
6. dry with materialThe combined organic extracts were dried (MgSO4)
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure
9. customto give an oil
10. customThe desired material was separated
11. customto yield
12. concentrationafter concentration, 3.54 g (43%) of the title compound of Step B