반응 #2146688

반응 방정식

sodium methoxide methanol

2-bromo-3-hydroxypyridine

methyl iodide

→

2-bromo-3-methoxypyridine

용매

dimethylsulfoxide

반응 조건

후처리

1. 1
   workup.DISTILLATIONto distill off methanol
2. 2
   온도After the reaction solution was cooled down to 5° C.
3. 3
   기타After the completion of the reaction
4. 4
   추출extracted twice with chloroform
5. 5
   세척The combined chloroform layer was washed with a 1 mol/L sodium hydroxide solution
6. 6
   세척washed twice with a saturated sodium chloride solution
7. 7
   건조dried over anhydrous sodium sulfate
8. 8
   workup.DISTILLATIONAfter the solvent was distilled off under reduced pressure

실험 절차

31.11 g (corresponding to 178.88 mmol) of 2-bromo-3-hydroxypyridine was dissolved in 95.8 mL of dimethylsulfoxide, and 89.9 mL (corresponding to 89.9 mmol) of a 1 mol/L sodium methoxide-methanol solution was added thereto. Then, the reaction solution was heated to 90° C. to distill off methanol. After the reaction solution was cooled down to 5° C. or lower, 29.2 g (corresponding to 205.62 mmol) of methyl iodide was added, and then stirred at room temperature for 17 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. After the solvent was distilled off under reduced pressure, 20.74 g (corresponding to 110.31 mmol) of 2-bromo-3-methoxypyridine was obtained (FIG. 3, Step 1).

출처