反応 #2146703

反応方程式

2-bromo-3-hydroxypyridine

sodium methoxide

methyl iodide

→

2-bromo-3-methoxypyridine

溶媒

dimethylsulfoxide

methanol

反応条件

後処理

1. 1
   workup.DISTILLATIONto distill off methanol
2. 2
   温度After the reaction solution was cooled down to 10° C.
3. 3
   その他After the completion of the reaction
4. 4
   抽出extracted twice with chloroform
5. 5
   洗浄The combined chloroform layer was washed with a 1 mol/L sodium hydroxide solution
6. 6
   洗浄washed twice with a saturated sodium chloride solution
7. 7
   乾燥dried over anhydrous sodium sulfate
8. 8
   workup.DISTILLATIONThen, the solvent was distilled off under reduced pressure

実験手順

100.0 g (corresponding to 0.575 mol) of 2-bromo-3-hydroxypyridine was dissolved in 310 mL of dimethylsulfoxide, and 575 mL (corresponding to 0.575 mol) of a solution of 1 mol/L sodium methoxide in methanol was added thereto. Then, the reaction solution was heated to 90° C. to distill off methanol. After the reaction solution was cooled down to 10° C. or lower, 93.9 g (corresponding to 0.662 mol) of methyl iodide was added thereto, and the mixture was stirred at room temperature for 20.5 hours. After the completion of the reaction, the reaction solution was poured into ice water and extracted twice with chloroform. The combined chloroform layer was washed with a 1 mol/L sodium hydroxide solution, washed twice with a saturated sodium chloride solution, and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure, to obtain 65.4 g (corresponding to 0.348 mol) of 2-bromo-3-methoxypyridine (FIG. 1, Step 1).

出典