反应详情

温度

-6 °C

To 2.5N n-BuLi in hexane (30 mL) cooled to 0° C. was added in a slow stream furan (7 g, 0.1 mol) in anhydrous ether (60 mL). The mixture was heated at reflux for 3 h under a nitrogen atmosphere and then cooled to -6° C. A solution of methyl 2- (difluoromethyl)-5-formyl-4-(2-methylpropyl)-6-(trifluoromethyl)-3-pyridinecarboxylate (6 g, 17.6 mmol) in anhydrous ether (20 mL) was added dropwise and stirring was continued for 2 h. The mixture was then poured into iced water, acidified with conc. HCl and extracted with methylene chloride. The extract was washed with water and brine, dried (MgSO4), and conc. The oily residue was purified by chromatography with 10% ethyl acetate/cyclohexane to yield 4.4 g of methyl 2-(difluoromethyl)-5-(2-furanylhydroxymethyl)-4-(2-methylpropyl)-6-(trifluoromethyl)-3-pyridinecarboxylate as an orange oil, a 61% yield. nD25 1.4863.

1. temperatureThe mixture was heated
2. temperatureat reflux for 3 h under a nitrogen atmosphere
3. extractionextracted with methylene chloride
4. washThe extract was washed with water and brine
5. dry with materialdried (MgSO4)
6. customconc. The oily residue was purified by chromatography with 10% ethyl acetate/cyclohexane