反应详情

温度

55 °C

To a solution of 3-(3-Hydroxy-phenyl)-2-methyl-2-phenoxy-propionic acid ethyl ester (Isomer 2) (43 mg, 0.143 mmol,) and Toluene-4-sulfonic acid 2-[3-methyl-2-oxo-1-(4-trifluoromethyl-benzyl)-imidazolidin-4-yl]-ethyl ester (Isomer 2) (72 mg, 0.157 mmol) in DMF (1 ml) at 23° C. is added Cs2CO3 (61 mg, 0.186 mmol) and the suspension heated at 55° C. for 7 hours. The mixture is cooled, filtered, and the filter cake washed with DMF (10 ml). The filtrate is poured into 1N HCl (35 ml) and extracted with ethyl acetate (2×20 ml). The combined organic extracts were washed with water (25 ml), brine (20 ml), dried (Na2SO4) and concentrated to an oil. Purification by flash chromatography on a Biotage silica cartridge (gradient elution, 4:1 hexanes:acetone to 1:1 hexanes:acetone) provided an oil, (72 mg, 87%) (diastereomer 4).

1. temperatureThe mixture is cooled
2. filtrationfiltered
3. washthe filter cake washed with DMF (10 ml)
4. additionThe filtrate is poured into 1N HCl (35 ml)
5. extractionextracted with ethyl acetate (2×20 ml)
6. washThe combined organic extracts were washed with water (25 ml), brine (20 ml)
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated to an oil
9. customPurification by flash chromatography
10. washon a Biotage silica cartridge (gradient elution, 4:1 hexanes:acetone to 1:1 hexanes:acetone)
11. customprovided an oil, (72 mg, 87%) (diastereomer 4)