반응 #9763

반응 방정식

NaHCO3

4-methoxy-3-methyl-phenylacetic acid

4-methyl-2-[4-(trifluoromethyl)phenyl]thiophene

intermediate 102

4-methyl-2-[4-(trifluoromethyl)phenyl]thiophene

methanesulfonic acid

P2O5

→

title compound

2-(4-methoxy-3-methylphenyl)-1-{3-methyl-5-[4-(trifluoromethyl)phenyl]thien-2-yl}ethanone

용매

water

반응 조건

후처리

1. 1
   기타formed
2. 2
   온도The mixture was cooled to room temperature
3. 3
   온도The mixture was then heated to 60° C. for 90 minutes
4. 4
   온도The reaction mixture was cooled to room temperature
5. 5
   추출the products extracted into ethyl acetate
6. 6
   건조The combined organic extracts were dried (MgSO4)
7. 7
   여과filtered
8. 8
   기타evaporated
9. 9
   기타to yield a brown oil
10. 10
    기타Purification by flash column chromatography
11. 11
    세척eluting with 5% EtOAc/cyclohexane

실험 절차

To methanesulfonic acid (8 ml) in a flask under N2 was added P2O5 (0.56 g), the resulting suspension was heated to 60° C. until a clear solution formed. The mixture was cooled to room temperature prior to addition of 4-methoxy-3-methyl-phenylacetic acid (0.3549) and 4-methyl-2-[4-(trifluoromethyl)phenyl]thiophene (intermediate 102, 0.4 g). The mixture was then heated to 60° C. for 90 minutes. The reaction mixture was cooled to room temperature and then poured into iced water. The suspension was made basic by cautious addition of NaHCO3 and the products extracted into ethyl acetate. The combined organic extracts were dried (MgSO4), filtered and evaporated to yield a brown oil. Purification by flash column chromatography eluting with 5% EtOAc/cyclohexane yielded the title compound as a brown gum.

출처