反应详情

To a 5-liter, 4-necked flask fitted with a stirrer, thermometer, addition funnel, reflux condenser and drying tube is added dimethyl sulfoxide (200 ml), 2-chloro-4-trifluoromethylphenol) (715 g, 3.64 mole), and anhydrous potassium carbonate (520 g, 3.72 moles). The reaction mixture is stirred at room temperature overnight under a nitrogen atmosphere. Then methyl 5-fluoro-2-nitrobenzoate (724 g, 3.64 moles) is added over a 1 hour period (slight exotherm to 31° C.). After stirring overnight at room temperature, the inorganic solids are removed by filtration and 1700 ml of dimethyl sulfoxide removed under vacuum (1 mm, pot temp. of 85° C., vapor temp. of -40° C.). The residue is diluted with a large volume of carbon tetrachloride and water washed. The organic layer is dried with anhydrous magnesium sulfate and the solvent removed under vacuum to afford 1142 g of methyl 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzoate (84% yield). Anal. Calcd. for C15H9ClF3NO5 : C, 47.90; H, 2.42; Cl, 9.45; F, 15.20; N, 3.73. Found: C, 47.83; H, 2.47; Cl, 9.15; F, 14.84; N, 3.69.

1. customTo a 5-liter, 4-necked flask fitted with a stirrer
2. additionthermometer, addition funnel
3. temperaturereflux condenser
4. customdrying tube
5. stirringAfter stirring overnight at room temperature
6. customthe inorganic solids are removed by filtration and 1700 ml of dimethyl sulfoxide
7. customremoved under vacuum (1 mm, pot temp. of 85° C., vapor temp. of -40° C.)
8. additionThe residue is diluted with a large volume of carbon tetrachloride and water
9. washwashed
10. dry with materialThe organic layer is dried with anhydrous magnesium sulfate
11. customthe solvent removed under vacuum