反应 #1810821

反应方程式

NaOH

2-Chloro-5-sulfino-benzoic acid

NaOH

methyliodide

→

2-Chloro-5-methanesulfonyl-benzoic acid

溶剂

methanol

water

反应条件

后处理

1. 1
   温度to maintain pH=9
2. 2
   其他After removal of all volatiles HCl conc.
3. 3
   workup.ADDITIONwas added
4. 4
   萃取the mixture was extracted with ethyl acetate
5. 5
   干燥The combined organic layers were dried with MgSO4
6. 6
   其他evaporated to dryness
7. 7
   其他subjected to reversed phase HPLC purification
8. 8
   洗涤eluting with an acetonitrile/water gradient
9. 9
   其他to yield
10. 10
    其他after evaporation of the product fractions 323 mg (34%) of the title compound

实验过程

A mixture of 1 g (4 mmol) 2-Chloro-5-sulfino-benzoic acid in 20 ml methanol and 20 ml water was treated with 10N NaOH to pH=9 before adding 1.7 g (12 mmol) methyliodide. The mixture was heated for 48 h to 80° C. with occasional addition of NaOH to maintain pH=9. After removal of all volatiles HCl conc. was added and the mixture was extracted with ethyl acetate. The combined organic layers were dried with MgSO4 and evaporated to dryness. The residue was taken up in methanol and subjected to reversed phase HPLC purification eluting with an acetonitrile/water gradient to yield after evaporation of the product fractions 323 mg (34%) of the title compound. MS (m/e): 233.0 (M−H, 100%)

来源