반응 #545440

반응 방정식

5-aminosalicylic acid

triethylamine

2,3,5,6-tetrafluoro-4-trifloromethylbenzyl bromide

→

2-hydroxy-5-(2,3,5,6-tetrafluoro-4-trifluoromethylbenzylamino)benzoic acid

수율 64.0%

용매

DMF

반응 조건

후처리

1. 1
   기타solvent was removed in vacuo
2. 2
   workup.ADDITIONThe reaction mixture was diluted with ethyl acetate
3. 3
   추출extracted with ethyl acetate
4. 4
   세척The organic layer was washed with water and brine
5. 5
   건조dried over anhydrous MgSO4
6. 6
   기타After evaporation of the solvent
7. 7
   기타the residue was recrystallized from ether/hexane (1:10)

실험 절차

To a solution of 5-aminosalicylic acid (1.02 g, 6.66 mmole, purchased from Aldrich Chemical Company, USA, A7, 980-9) and triethylamine (1 ml) in dried DMF (80 ml) was added 2,3,5,6-tetrafluoro-4-trifloromethylbenzyl bromide (1.23 g, 7.18 mmole) (Aldrich, 40, 640-6) at room temperature under a nitrogen atmosphere. The reaction mixture was stirred for 2 hr at room temperature and then solvent was removed in vacuo. The reaction mixture was diluted with ethyl acetate 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 recrystallized from ether/hexane (1:10) to give 1.60 g (64% yield) of 2-hydroxy-5-(2,3,5,6-tetrafluoro-4-trifluoromethylbenzylamino)benzoic acid as a white solid.

출처