反应详情

温度

0 °C

A mixture of nicotinic acid (200 mg, 1.6 mmol), sodium bicarbonate (540 mg, 6.4 mmol), and tetrabutylammonium sulfate (54 mg, 0.16 mmol) was dissolved in a mixture of 4 ml of dichloromethane and 4 ml of water, and cooled to 0° C. To this stirred mixture was added chloromethylchlorosulfone (165 μl, 1.6 mmol) in 1 ml of dichloromethane, and the mixture was allowed to warm to room temperature, stirring overnight. The organic layer was separated, washed with brine, dried over sodium sulfate, and concentrated under reduced pressure to a yellow oil, which was dissolved in dichloromethane and filtered through a silica plug. Removal of the solvent under reduced pressure provided chloromethyl pyridine-3-carboxylate (70 mg).

1. temperatureto warm to room temperature
2. customThe organic layer was separated
3. washwashed with brine
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated under reduced pressure to a yellow oil, which
6. dissolutionwas dissolved in dichloromethane
7. filtrationfiltered through a silica plug
8. customRemoval of the solvent under reduced pressure