反应详情

To a stirring solution of compound 2.5 (12.7 g, 50 mmol) in CH3OH (300 mL) was added the Bestmann reagent (14.4 g, 75 mmol) followed by K2CO3 (20.8 g, 150 mmol) and the reaction was stirred for 5 hr. The reaction mixture was diluted with water (500 mL) and extracted with Et2O (3×300 mL). The combined organic layers were dried and concentrated under reduced pressure to give a crude, which was purified by flash chromatography (silica gel/PE:Et2O 10:1-5:1) to give methyl 4-(4-ethynylphenyl)picolinate (2.6, 4.0 g, 33.9%) as a white solid.

1. extractionextracted with Et2O (3×300 mL)
2. customThe combined organic layers were dried
3. concentrationconcentrated under reduced pressure
4. customto give a crude, which
5. customwas purified by flash chromatography (silica gel/PE:Et2O 10:1-5:1)