反应 #470432

反应方程式

CaCO3

Methyl 4-amino-2-chloro-5-iodo-benzoate

iodine monochloride

70n

methyl 4-amino-2-chloro-5-iodo-benzoate

→

methyl 4-amino-2-chloro-3-iodo-benzoate

methyl 4-amino-2-chloro-5-iodo-benzoate

溶剂

MeOH

CH2Cl2

反应条件

后处理

1. 1
   其他The resulting reaction mixture
2. 2
   浓缩The reaction mixture was concentrated
3. 3
   其他partitioned between EtOAc and water
4. 4
   浓缩The organic layer was concentrated
5. 5
   其他purified by flash column chromatography (silica gel, 20-25% EtOAc/hexanes)

实验过程

Methyl 4-amino-2-chloro-5-iodo-benzoate, 70n. To a suspension of compound 70m (1.18 g, 6.38 mmol) and CaCO3 (12.8 mmol, 1.28 g) in MeOH (13 mL) was added a solution of iodine monochloride (6.70 mmol, 1.09 g) in CH2Cl2 (6 mL) dropwise at room temperature. The resulting reaction mixture was stirred at room temperature for 1.5 h. The reaction mixture was concentrated and then partitioned between EtOAc and water. The organic layer was concentrated and purified by flash column chromatography (silica gel, 20-25% EtOAc/hexanes) to provide methyl 4-amino-2-chloro-5-iodo-benzoate 70n as major the product and methyl 4-amino-2-chloro-3-iodo-benzoate 70o as the minor product.

来源