反应详情

温度

80 °C

To a solution of ethyl 1-benzyl-3-(4-chlorophenyl)-5-(trifluoromethyl)-1H-pyrrole-2-carboxylate (2.59 g, 6.35 mmol) in dry THF (15 mL) was added a solution of NaOH (3.9 g, 98 mmol) in H2O (15 mL). The reaction mixture was stirred overnight at 80° C. An additional portion of NaOH (4.25 g, 106 mmol) was added and the reaction mixture was stirred at 100° C. during 7 h. The organic solvent was evaporated and the residue was acidified with aqueous 5 M HCl (55 mL). The product was extracted with EtOAc (3×20 mL). The combined organic layer was washed with brine (3×20 mL) and dried (Na2SO4). The remaining oil was triturated with heptane (20 mL). The off-white solids were filtered off to give 1.29 g (51%) ACI-06.

1. stirringthe reaction mixture was stirred at 100° C. during 7 h
2. customThe organic solvent was evaporated
3. extractionThe product was extracted with EtOAc (3×20 mL)
4. washThe combined organic layer was washed with brine (3×20 mL)
5. dry with materialdried (Na2SO4)
6. customThe remaining oil was triturated with heptane (20 mL)
7. filtrationThe off-white solids were filtered off
8. customto give 1.29 g (51%) ACI-06