反应详情

To a solution of 3 g (13 mmol) 4-(trifluoromethyl)hydrocinnamic acid (commercially available) in 30 mL DMF under argon were added 4.7 g (14.37 mmol) TBTU and 11.2 mL (65.3 mmol) N-ethyldiisopropylamine. A solution of 1.85 g (13 mmol) 2-(5-methyl-thiophen-2-yl)-ethylamine in 5 mL DMF was added drop wise over a period of 2 minutes. The mixture was stirred at room temperature for 1 h. The solvent was removed in vacuo and the residue was dissolved in ethyl acetate. The solution was washed with water and with a sat. NaHCO3 solution, dried over Na2SO4, filtered and concentrated in vacuo. The solid was stirred in 30 mL ether, filtered and dried. The mother liquor was concentrated in vacuo and purified on silica eluting with a gradient formed from heptane and ethyl acetate. The product containing fractions were evaporated. 3.75 g (84%) of the title compound was yielded as white solid.

1. customThe solvent was removed in vacuo
2. dissolutionthe residue was dissolved in ethyl acetate
3. washThe solution was washed with water and with a sat. NaHCO3 solution
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. stirringThe solid was stirred in 30 mL ether
8. filtrationfiltered
9. customdried
10. concentrationThe mother liquor was concentrated in vacuo
11. custompurified on silica eluting with a gradient
12. customformed from heptane and ethyl acetate
13. additionThe product containing fractions
14. customwere evaporated