反应详情

温度

0 °C

To a mixture of toluene (50 ml) and pyridine (4.2 g) cooled at 0° C., thionyl chloride (1.3 g) was added, and a solution of 1-methylcyclopropanecarboxylic acid (1.0 g) in toluene was dropwise added thereto while stirring. A solution of 3-methyl-4-difluoromethoxyaniline (1.75 g) in toluene was dropwise added thereto. After the dropwise addition was completed, stirring was continued at room temperature for 3 hours. The reaction mixture was admixed with 5% hydrochloric acid (20 ml). The organic solvent layer was separated, washed with 1% sodium hydroxide solution and saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated to give crude crystals (2.2 g). The crude crystals were recrystallized from ethanol to give N-(3-methyl-4-difluoromethoxyphenyl)-1-methylcyclopropanecarboxamide (1.8 g). M.P., 68°-69° C.

1. additionAfter the dropwise addition
2. stirringstirring
3. customThe organic solvent layer was separated
4. washwashed with 1% sodium hydroxide solution and saturated sodium chloride solution
5. dry with materialdried over anhydrous sodium sulfate
6. concentrationconcentrated
7. customto give crude crystals (2.2 g)
8. customThe crude crystals were recrystallized from ethanol