反应详情

温度

-78 °C

Vinylmagnesium bromide (3.3 mL of a 1.0 M solution in THF, 3.3 mmol) was added dropwise to a solution of 2-methyl-N-{(1E)-[4-(propylsulphonyl)phenyl]methylene}-propane-2-sulphinamide (1.0 g, 3.17 mmol, prepared as described in Example 50a in THF (15 mL) at −78° C. The mixture was stirred at −78° C. for 6 h and then allowed to warm to room temperature overnight. The reaction mixture was quenched by addition of saturated NH4Cl(aq) and the product extracted into ethyl acetate (×2). The combined organic extracts were dried (MgSO4) and concentrated. The product was purified by gradient chromatography on silica eluting with 30 to 80% ethyl acetate in hexane giving the title compound as a yellow solid (485 mg, 45% yield). m/z (ES+) 366 (M+Na), 344 (M+H).

1. customprepared
2. temperatureto warm to room temperature overnight
3. customThe reaction mixture was quenched by addition of saturated NH4Cl(aq)
4. extractionthe product extracted into ethyl acetate (×2)
5. dry with materialThe combined organic extracts were dried (MgSO4)
6. concentrationconcentrated