반응 #67631

반응 방정식

sodium

2-chloro-3-(difluoromethoxy)pyridine

methanol

methanol

→

3-(difluoromethoxy)-2-methoxypyridine

수율 56.0%

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   기타The volatiles were removed under reduced pressure
3. 3
   기타the residue was partitioned between EtOAc and brine
4. 4
   추출The brine was extracted with EtOAc
5. 5
   건조the combined organics were dried over Na2SO4
6. 6
   여과filtered
7. 7
   기타the volatiles removed under reduced pressure
8. 8
   기타The product was purified by silica gel chromatography (DCM)

실험 절차

As shown in step 3-ii of Scheme 3, an excess of sodium metal was dissolved into 20 mL anhydrous methanol and 2-chloro-3-(difluoromethoxy)pyridine (2.0 g, 11.1 mmol) in anhydrous methanol was added. The reaction mixture was stirred in a sealed vessel at 100° C. for 6 hours. The volatiles were removed under reduced pressure and the residue was partitioned between EtOAc and brine. The brine was extracted with EtOAc and the combined organics were dried over Na2SO4, filtered, and the volatiles removed under reduced pressure. The product was purified by silica gel chromatography (DCM) to yield 3-(difluoromethoxy)-2-methoxypyridine as a colorless oil (Compound 1007, 1.1 g, 56% yield: ESMS (M+H) 176.

출처