反应详情

温度

-20 °C

To 2.85 ml of diisopropylamine dissolved in 30 ml of anhydrous tetrahydrofuran was added 12.5 ml of 1.5M n-butyl lithium (hexane solution) at -78° C. under nitrogen atmosphere. The mixture was stirred for 15 minutes. To the solution was added 3.45 g of dimethyl 2-oxoglutarate dimethyl acetal in 15 ml of anhydrous tetrahydrofuran, taking 10 minutes. The mixture was stirred for 15 minutes. To the mixture was added a solution of 1.32 ml of chloromethyl methylether and 1.36 ml of hexamethylphosphoramide in anhydrous tetrahydrofuran, taking 10 minutes. The temperature of the reaction mixture was raised up to -20° C. taking 30 minutes, followed by stirring at the same temperature for 3 hours. To the reaction solution was added a saturated aqueous solution of ammonium chloride, followed by extraction with ethyl acetate. The extract solution was washed with water and dried (MgSO4). The solvent was evaporated off. The residue was subjected to a silica gel column chromatography, followed by elution with hexaneethyl acetate (2:1) to give 2.28 g of dimethyl 4-methoxymethyl-2-oxoglutarate dimethyl acetal as a pale yellow oily product.

1. waittaking 10 minutes
2. stirringThe mixture was stirred for 15 minutes
3. waittaking 10 minutes
4. waittaking 30 minutes
5. stirringby stirring at the same temperature for 3 hours
6. extractionfollowed by extraction with ethyl acetate
7. washThe extract solution was washed with water
8. dry with materialdried (MgSO4)
9. customThe solvent was evaporated off
10. washfollowed by elution with hexaneethyl acetate (2:1)