تفاعل #1596994

معادلة التفاعل

5-aminosalicylic acid

triethylamine

benzyl bromide

→

5-benzylaminosalylic acid

المردود 113.8%

5-benzylaminosalicylic acid

المردود 113.8%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONIce chips were added to the reaction mixture
2. 2
   أخرىsolvent was removed in vacuo
3. 3
   workup.ADDITIONThe reaction mixture was diluted with water
4. 4
   استخلاصextracted with ethyl acetate
5. 5
   غسيلThe organic layer was washed with water and brine
6. 6
   تجفيفdried over anhydrous MgSO4
7. 7
   أخرىAfter evaporation of the solvent
8. 8
   أخرىthe residue was purified by column chromatography
9. 9
   أخرىrecrystallized from methanol/ethyl acetate/hexane (1:3:1)

الإجراء التجريبي

To a solution of 5-aminosalicylic acid (2.0 g, 13 mmole, purchased from Aldrich Chemical Company, USA) and triethylamine in dried DMF (25 ml) was added benzyl bromide (2.68 g, 1.90 ml, 15.6 mmole) at room temperature under a nitrogen atmosphere. The reaction mixture was stirred for 4 hr at room temperature. Ice chips were added to the reaction mixture and then solvent was removed in vacuo. The reaction mixture was diluted with water and then extracted with ethyl acetate. The organic layer was washed with water and brine, and then dried over anhydrous MgSO4. After evaporation of the solvent, the residue was purified by column chromatography and recrystallized from methanol/ethyl acetate/hexane (1:3:1) to give 3.6 g (73% yield) of 5-benzylaminosalylic acid as a white solid.:mp 173.5-174.5° C. (decompose).

المصدر