반응 #2146703

반응 방정식

2-bromo-3-hydroxypyridine

sodium methoxide

methyl iodide

→

2-bromo-3-methoxypyridine

용매

dimethylsulfoxide

methanol

반응 조건

후처리

1. 1
   workup.DISTILLATIONto distill off methanol
2. 2
   온도After the reaction solution was cooled down to 10° 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.DISTILLATIONThen, the solvent was distilled off under reduced pressure

실험 절차

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).

출처