反应详情

To a solution of 3.02 g (20 mmol) of methyl anthranilate in 30 ml of methylene chloride was added 2.22 g (22 mmol) of triethylamine. Into the mixture, a solution of 2.39 g (22 mmol) of methoxyacetyl chloride in 15 ml of methylene chloride was dropwise added under chilling with ice. The resulting mixture was then stirred for 1 hour. After adding ice, the stirred mixture was made alkaline by addition of 1 N aqueous sodium hydroxide and then extracted with chloroform. The organic portion was collected and washed sequentially with 3 N HCl, 6 N HCl, water and saturated aqueous sodium chloride. The washed chloroform portion was dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to obtain 3.6 g of the desired compound.

1. temperatureunder chilling with ice
2. additionAfter adding ice
3. extractionextracted with chloroform
4. customThe organic portion was collected
5. washwashed sequentially with 3 N HCl, 6 N HCl, water and saturated aqueous sodium chloride
6. dry with materialThe washed chloroform portion was dried over anhydrous sodium sulfate
7. customThe solvent was removed by distillation under reduced pressure