反应详情

Combine 3,4-dimethoxy-5-hydroxybenzoic acid (1.0 g, 5.0 mmol), potassium carbonate (4.2 g, 30.2 mmol), and ethyl iodide (3.9 g, 25.2 mmol) in acetone (50 mL). Heat to reflux. After 24 hours, cool, add methanol (25 mL) and water (5 mL) After 18 hours, concentrate in vacuo to give a residue. Combine the residue and ethanol (50 mL) and potassium hydroxide (0.56 g, 10 mmol). After 18 hours, concentrate in vacuo to give a residue. Partition the residue between ethyl acetate and a 1 M aqueous solution of hydrochloric acid. Extract the aqueous layer three times with ethyl acetate. Combine the organic layers, dry over Na2SO4, filter, and concentrate in vacuo to give a residue. Triturate the residue to give a solid. Collect the solid to give the title compound.

1. temperatureHeat to reflux
2. temperaturecool
3. concentrationconcentrate in vacuo
4. customto give a residue
5. waitAfter 18 hours
6. concentrationconcentrate in vacuo
7. customto give a residue
8. customPartition the residue between ethyl acetate
9. extractionExtract the aqueous layer three times with ethyl acetate
10. dry with materialdry over Na2SO4
11. filtrationfilter
12. concentrationconcentrate in vacuo
13. customto give a residue
14. customTriturate the residue
15. customto give a solid
16. customCollect the solid