تفاعل #1810821

معادلة التفاعل

NaOH

2-Chloro-5-sulfino-benzoic acid

NaOH

methyliodide

→

2-Chloro-5-methanesulfonyl-benzoic acid

المذيبات

methanol

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto maintain pH=9
2. 2
   أخرىAfter removal of all volatiles HCl conc.
3. 3
   workup.ADDITIONwas added
4. 4
   استخلاصthe mixture was extracted with ethyl acetate
5. 5
   تجفيفThe combined organic layers were dried with MgSO4
6. 6
   أخرىevaporated to dryness
7. 7
   أخرىsubjected to reversed phase HPLC purification
8. 8
   غسيلeluting with an acetonitrile/water gradient
9. 9
   أخرىto yield
10. 10
    أخرىafter evaporation of the product fractions 323 mg (34%) of the title compound

الإجراء التجريبي

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%)

المصدر