反应详情

A dry CH2Cl2 solution (10 mL) of (diethylamino)sulfur trifluoride (DAST) (0.419 mL, 3.17 mmol) was cooled to −78° C. while stirring under N2. A CH2Cl2 solution (5 mL) of propane-2-sulfonic acid [2-(2-fluoro-4-methoxyphenyl)-2-hydroxy-propyl]-amide (0.79 g, 2.64 mmol) was added dropwise via syringe and the reaction was immediately brought to 0° C. The reaction was quenched with water and diluted with diethyl ether. The organic layer was separated and washed with water and saturated NaCl solution, dried (MgSO4), filtered, and concentrated to a yellow oil. The crude residue was purified by silica gel chromatography, eluting with 30% ethyl acetate/hexanes, to provide the final title compound, propane-2-sulfonic acid [2-fluoro-2-(2-fluoro-4-methoxy-phenyl)-propyl]-amide, (0.52 g, 64%) as a light yellow oil.

1. customwas immediately brought to 0° C
2. customThe reaction was quenched with water
3. additiondiluted with diethyl ether
4. customThe organic layer was separated
5. washwashed with water and saturated NaCl solution
6. dry with materialdried (MgSO4)
7. filtrationfiltered
8. concentrationconcentrated to a yellow oil
9. customThe crude residue was purified by silica gel chromatography
10. washeluting with 30% ethyl acetate/hexanes