反应详情

To a solution of 17 g of 2-(2-isobutoxyphenyl)ethanal in 170 ml of acetonitrile, 29 g of sodium dihydrogenphosphate dissolved in 200 ml of water and subsequently 15 g of 30% aqueous hydrogen peroxide are added, and further 16 g of sodium chlorite dissolved in 80 ml of water is dropwise added, and the mixture thus obtained is stirred at ambient temperature for one hour. Ethyl acetate and water added to the reaction mixture, and the organic layer is separated. The organic layer is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure. The residue thus obtained is mixed with 22 g of potassium carbonate and 200 ml of N,N-dimethylformamide. While cooling the mixture with ice water, 19 g of iodomethane is added, and the mixture thus obtained is stirred at ambient temperature for 30 minutes. Ethyl acetate and water are added to the reaction mixture, and the organic layer is separated. The organic layer is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure. The residue thus obtained is purified by silica gel column chromatography (eluent; hexane:ethyl acetate=10:1) to obtain 10.4 g of methyl 2-(2-isobutoxyphenyl)acetate as a colorless oily product.

1. additionis dropwise added
2. customthe mixture thus obtained
3. customthe organic layer is separated
4. washThe organic layer is washed with water and saturated aqueous solution of sodium chloride successively
5. dry with materialdried over anhydrous magnesium sulfate
6. distillationthe solvent is distilled off under reduced pressure
7. customThe residue thus obtained
8. additionis added
9. customthe mixture thus obtained
10. stirringis stirred at ambient temperature for 30 minutes
11. customthe organic layer is separated
12. washThe organic layer is washed with water and saturated aqueous solution of sodium chloride successively
13. dry with materialdried over anhydrous magnesium sulfate
14. distillationthe solvent is distilled off under reduced pressure
15. customThe residue thus obtained
16. customis purified by silica gel column chromatography (eluent; hexane:ethyl acetate=10:1)