反应详情

温度

100 °C

A mixture of 3-[4-(3-hydroxy-5-methyl-phenoxy)-2-methyl-phenyl]-propionic acid ethyl ester (2.83 g, 9.01 mmol), 3-bromo-4-fluorobenzotrifluoride (2.19 g, 9.01 mmol) and 325 mesh potassium carbonate (1.49 g, 10.8 mmol) in dry DMSO (36 mL) is heated to 100° C. and stirred for 5 hours under N2. The reaction is cooled and acidified with 1 N HCl. The mixture is then diluted with Et2O and extracted with water. The organic layer is dried (Na2SO4), and the solvent removed in vacuo to afford crude product that is absorbed on silica gel and purified by flash chromatography using 9/1 hexanes/ethyl acetate to afford 3.45 g (71%) of the title compound. Rf=0.54 (2/1 hexanes/EtOAc). 1H NMR (400 MHz, CDCl3); MS (ES+) m/z mass calculated for C26H24O4F3Br 536, found 554 and 556 (M+NH4, 100%).

1. temperatureThe reaction is cooled
2. extractionextracted with water
3. dry with materialThe organic layer is dried (Na2SO4)
4. customthe solvent removed in vacuo
5. customto afford crude product that
6. customis absorbed on silica gel
7. custompurified by flash chromatography