反应 #45816

反应方程式

Methyl 4-acetylamino-5-bromosalicylate

benzyltrimethylammonium dichloroiodate

sodium bicarbonate

→

Methyl 4-acetylamino-5-bromo-3-iodosalicylate

溶剂

methylene chloride

methanol

反应条件

后处理

1. 1
   其他The reaction liquid
2. 2
   过滤was filtered
3. 3
   浓缩the filtrate was concentrated under reduced pressure
4. 4
   workup.ADDITIONsaturated ammonium chloride water was added to the residue
5. 5
   萃取followed by extraction twice with chloroform
6. 6
   洗涤the organic layer was washed with saturated sodium thiosulfate water
7. 7
   干燥dried over anhydrous magnesium sulfate
8. 8
   过滤After filtration and concentration under reduced pressure
9. 9
   其他the eluate with chloroform/methanol (50:1) gave the entitled compound (889 mg, quant.) as a pale yellow solid

实验过程

Methyl 4-acetylamino-5-bromosalicylate (I-249) (576 mg, 2.0 mmol) was dissolved in a mixed liquid of methylene chloride (20 ml) and methanol (10 ml), then benzyltrimethylammonium dichloroiodate (835 mg, 2.4 mmol) and sodium bicarbonate (1.1 g, 13.0 mmol) were added, followed by stirring at room temperature for 30 hours. The reaction liquid was filtered, the filtrate was concentrated under reduced pressure, then saturated ammonium chloride water was added to the residue, followed by extraction twice with chloroform, then the organic layer was washed with saturated sodium thiosulfate water, and dried 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 (50:1) gave the entitled compound (889 mg, quant.) as a pale yellow solid.

来源