反应详情

温度

25 °C

A dry, argon-filled Schlenk tube with a magnetic stirrer bar and septum is initially charged with tert-butyl prop-2-ynoate (70 mg, 0.56 mmol) in anhydrous THF (2 ml). After adding (TMP)2Zn.MgCl2 (2.2 ml, 1.2 mmol) at 25° C., the mixture is stirred for 30 min, then a solution of 1-fluoro-3-iodobenzene (160 mg, 0.72 mmol), tetrakis(triphenylphosphine)palladium(0) (33 mg, 5 mol %) in anhydrous THF (2 ml) is added dropwise and the mixture is stirred at 25° C. overnight. For workup, the mixture is diluted with aqueous sat. NH4Cl solution (30 ml) and extracted with ethyl acetate (3×30 ml). After the combined organic phases have been dried over Na2SO4, the solvent has been distilled off and purification has been effected by column chromatography on silica gel (heptane:ethyl acetate), the desired compound (91 mg, 75% of theory) was obtained as a colourless oil.

1. additionA dry, argon-filled Schlenk tube with a magnetic stirrer bar
2. additionAfter adding (TMP)2Zn
3. extractionextracted with ethyl acetate (3×30 ml)
4. dry with materialAfter the combined organic phases have been dried over Na2SO4
5. distillationthe solvent has been distilled off
6. custompurification