تفاعل #9763

معادلة التفاعل

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

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   أخرىformed
2. 2
   درجة الحرارةThe mixture was cooled to room temperature
3. 3
   درجة الحرارةThe mixture was then heated to 60° C. for 90 minutes
4. 4
   درجة الحرارةThe reaction mixture was cooled to room temperature
5. 5
   استخلاصthe products extracted into ethyl acetate
6. 6
   تجفيفThe combined organic extracts were dried (MgSO4)
7. 7
   ترشيحfiltered
8. 8
   أخرىevaporated
9. 9
   أخرىto yield a brown oil
10. 10
    أخرىPurification by flash column chromatography
11. 11
    غسيلeluting with 5% EtOAc/cyclohexane

الإجراء التجريبي

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.

المصدر