반응 #613867

반응 방정식

methanol

5-(2,4-Dichloro-phenyl)-2-methyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid

borane

→

[5-(2,4-Dichloro-phenyl)-2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanol

용매

THF

THF

반응 조건

후처리

1. 1
   온도Then the reaction mixture was heated
2. 2
   온도to reflux for 10 h
3. 3
   기타The solvents were removed under reduced pressure
4. 4
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
5. 5
   세척The organic layer was washed with 1 M hydrochloric acid, saturated sodium chloride solution and saturated sodium hydrogen carbonate solution
6. 6
   건조The combined organic layers were dried over MgSO4
7. 7
   여과filtered
8. 8
   농축concentrated under reduced pressure
9. 9
   기타The product was obtained as a white solid
10. 10
    기타used without further purification

실험 절차

To a solution of 3 g of 5-(2,4-Dichloro-phenyl)-2-methyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid in 60 ml of THF, were added dropwise 21 ml of a 1M solution of borane in THF at room temperature. Then the reaction mixture was heated to reflux for 10 h. The reaction mixture was cooled to room temperature and 20 ml of methanol were carefully added. The solvents were removed under reduced pressure and the residue was dissolved in ethyl acetate. The organic layer was washed with 1 M hydrochloric acid, saturated sodium chloride solution and saturated sodium hydrogen carbonate solution. The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. The product was obtained as a white solid and used without further purification. Yield: 2.2 g.

출처