تفاعل #1447105

معادلة التفاعل

N-Iodosuccinimide

3-bromo-2-methyl-benzoic acid

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3-Bromo-5-iodo-2-methyl-benzoic acid

المذيبات

sulphuric acid

sulphuric acid

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONis added at such a rate that the solution temperature
2. 2
   درجة الحرارةmaintained below 5° C
3. 3
   درجة الحرارةbefore warming to room temperature over night
4. 4
   workup.ADDITIONThen, the mixture is poured
5. 5
   استخلاصthe resultant solution is extracted with ethyl acetate
6. 6
   غسيلThe combined extracts are washed in succession with aqueous 10% Na2S2O3 solution (2×), water (3×), and brine (1×)
7. 7
   تجفيفAfter drying (MgSO4) the organic layer
8. 8
   أخرىthe solvent is evaporated under reduced pressure
9. 9
   أخرىto give a solid
10. 10
    أخرىThe solid is triturated with 70° C.-
11. 11
    درجة الحرارةwarm water
12. 12
    أخرىseparated from the water by filtration
13. 13
    أخرىdried
14. 14
    أخرىAfter the solid is triturated with little ether
15. 15
    ترشيحfiltered
16. 16
    أخرىdried
17. 17
    أخرىthe product is obtained as a white solid

الإجراء التجريبي

N-Iodosuccinimide (5.8 g) is added in portions to an ice-cold solution of sulphuric acid (20 mL). The resulting mixture is stirred for 40 min before 3-bromo-2-methyl-benzoic acid (5.0 g) dissolved in sulphuric acid (20 mL) is added at such a rate that the solution temperature maintained below 5° C. The mixture is stirred at 5-10° C. for another 3 h before warming to room temperature over night. Then, the mixture is poured on crushed ice (300 g) and the resultant solution is extracted with ethyl acetate. The combined extracts are washed in succession with aqueous 10% Na2S2O3 solution (2×), water (3×), and brine (1×). After drying (MgSO4) the organic layer, the solvent is evaporated under reduced pressure to give a solid. The solid is triturated with 70° C.-warm water, separated from the water by filtration and dried. After the solid is triturated with little ether, filtered and dried, the product is obtained as a white solid.

المصدر