反応 #9763

反応方程式

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

溶媒

water

反応条件

後処理

1. 1
   その他formed
2. 2
   温度The mixture was cooled to room temperature
3. 3
   温度The mixture was then heated to 60° C. for 90 minutes
4. 4
   温度The reaction mixture was cooled to room temperature
5. 5
   抽出the products extracted into ethyl acetate
6. 6
   乾燥The combined organic extracts were dried (MgSO4)
7. 7
   ろ過filtered
8. 8
   その他evaporated
9. 9
   その他to yield a brown oil
10. 10
    その他Purification by flash column chromatography
11. 11
    洗浄eluting with 5% EtOAc/cyclohexane

実験手順

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.

出典