反应详情

2-(4-Chloro-phenyl)-2-hydroxy-N-[2-(3-methoxy-4-prop-2-ynyloxy-phenyl)-ethyl]-acetamide (2.6 g, 7.0 mmol) is dissolved in N,N-dimethylformamide (30 ml). Sodium hydride (0.18 g, 7.5 mmol) is added in portions at +5° C. The mixture is stirred for 30 minutes at room temperature. Subsequently iodomethane (1.1 g, 7.5 mmol) is added dropwise and the resulting mixture is stirred for 3 more hours at room temperature. The reaction mixture is poured on ice/water (200 ml) and extracted with ethyl acetate (2×200 ml). The combined organic layer is washed with brine (200 ml) and dried over magnesium sulfate. After evaporation of the solvent, the residue is purified by chromatography (ethyl acetate/hexane) to yield 2-(4-chloro-phenyl)-2-methoxy-N-[2-(3-methoxy-4-prop-2-ynyloxy-phenyl)-ethyl]-acetamide.

1. stirringthe resulting mixture is stirred for 3 more hours at room temperature
2. additionThe reaction mixture is poured on ice/water (200 ml)
3. extractionextracted with ethyl acetate (2×200 ml)
4. washThe combined organic layer is washed with brine (200 ml)
5. dry with materialdried over magnesium sulfate
6. customAfter evaporation of the solvent
7. customthe residue is purified by chromatography (ethyl acetate/hexane)