反応 #45815

反応方程式

N-Bromosuccinimide

N,N-dimethylformamide

methyl 4-acetylaminosalicylate

→

compound

収率 45.0%

Methyl 4-acetylamino-5-bromosalicylate

収率 45.0%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   温度with heating
2. 2
   温度After cooling to room temperature
3. 3
   洗浄by washing twice with saturated brine
4. 4
   乾燥drying over anhydrous magnesium sulfate
5. 5
   ろ過After filtration and concentration under reduced pressure

実験手順

N-Bromosuccinimide (0.94 g, 5.3 mmol) was added to an N,N-dimethylformamide (8 ml) solution of methyl 4-acetylaminosalicylate (I-248) (1.1 g, 5.0 mmol), followed by stirring with heating under reflux at 70 to 75° C. for 2 hours and a half. After cooling to room temperature, ethyl acetate was added, followed by washing twice with saturated brine and drying over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue was subjected to column chromatography, and the eluate with chloroform/methanol (100:1) gave the entitled compound (0.64 g, 45%) as a pale red solid.

出典