反応 #1951045

反応方程式

nicotinic acid

sodium bicarbonate

tetrabutylammonium sulfate

chloromethylchlorosulfone

→

chloromethyl pyridine-3-carboxylate

収率 25.5%

溶媒

dichloromethane

dichloromethane

water

反応条件

後処理

1. 1
   温度to warm to room temperature
2. 2
   その他The organic layer was separated
3. 3
   洗浄washed with brine
4. 4
   乾燥dried over sodium sulfate
5. 5
   濃縮concentrated under reduced pressure to a yellow oil, which
6. 6
   workup.DISSOLUTIONwas dissolved in dichloromethane
7. 7
   ろ過filtered through a silica plug
8. 8
   その他Removal of the solvent under reduced pressure

実験手順

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).

出典