反应详情

A mixture of 2-(5-trifluoromethyl-2-benzothienyl)-3-methylbutanoic acid (3.95 mmol), thionyl chloride (0.342 ml, 4.74 mmol) and DMF (several drops) in 50 ml benzene is stirred at RT for 2 days. The solvent and excess thionyl chloride are evaporated under reduced pressure. The resulting acid chloride is dissolved in 50 ml benzene, and 3-benzylpyrrolylmethyl alcohol (3.95 mmol) and 0.482 g 4-dimethylaminopyridine (3.95 mmol) are added. The mixture is left at 25° for 18 hours and then heated under reflux for 2 hours. The mixture is then poured into water and extracted with ether. The organic phase is washed with dilute HCL, sat. NaHCO3, water and brine, dried and solvent removed under vacuum to yield 3-benzylpyrrolylmethyl 2-(5-trifluoromethyl-2-benzothienyl)-3-methylbutanoate.

1. customThe solvent and excess thionyl chloride are evaporated under reduced pressure
2. dissolutionThe resulting acid chloride is dissolved in 50 ml benzene
3. waitThe mixture is left at 25° for 18 hours
4. temperatureheated
5. temperatureunder reflux for 2 hours
6. extractionextracted with ether
7. washThe organic phase is washed with dilute HCL, sat. NaHCO3, water and brine
8. customdried
9. customsolvent removed under vacuum