反応 #158318

反応方程式

ethyl acetate

methyl 4-(formylamino)-3-methoxybenzoate

cesium carbonate

Cesium carbonate

chloroacetone

chloroacetone

→

title compound

methyl 4-[formyl(2-oxopropyl)amino]-3-methoxybenzoate

溶媒

DMF

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 2 hr
2. 2
   その他the organic layer was separated
3. 3
   workup.ADDITIONTo the aqueous layer was added ethyl acetate
4. 4
   その他the organic layer was separated
5. 5
   洗浄washed with saturated brine
6. 6
   乾燥dried over anhydrous magnesium sulfate
7. 7
   その他the solvent was evaporated under reduced pressure
8. 8
   その他The residue was purified by silica gel column chromatography (ethyl acetate/hexane)

実験手順

To a mixture of methyl 4-(formylamino)-3-methoxybenzoate (25.8 g), cesium carbonate (80.4 g) and potassium iodide (2.04 g) in DMF (115 mL) was added dropwise chloroacetone (19.6 mL) at room temperature, and the mixture was stirred at room temperature for 3 hr. Cesium carbonate (40.2 g) and chloroacetone (9.8 mL) were added to the reaction mixture, and the mixture was stirred at room temperature for 2 hr. Ice water and ethyl acetate were added to the reaction mixture, and the organic layer was separated. To the aqueous layer was added ethyl acetate, and the organic layer was separated. The organic layers were combined, washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (32.6 g).

出典