반응 #955930

반응 방정식

3,6-dichloropyridazine

NaH

pyridin-2-ylmethanol

→

3-chloro-6-(pyridin-2-ylmethoxy)pyridazine

수율 62.0%

용매

THF

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at 55° C. for 4 hours
2. 2
   기타The reaction was quenched with water and sat. NaHCO3
3. 3
   workup.ADDITIONwas added
4. 4
   추출The product was then extracted with EtOAc
5. 5
   건조dried over MgSO4
6. 6
   여과filtered
7. 7
   기타evaporated
8. 8
   기타The residue was purified on silica gel(Eluent: 80% EtOAc in hexanes)

실험 절차

To a solution of NaH (1.44 g, 36 mmol, 60% in mineral oil) in THF (15 mL) was added pyridin-2-ylmethanol (1.16 ml, 12 mmol) and the mixture was stirred for 30 min at rt. Then 3,6-dichloropyridazine (1.79 g, 14 mmol) was added and the mixture was stirred at 55° C. for 4 hours. The reaction was quenched with water and sat. NaHCO3 was added. The product was then extracted with EtOAc, dried over MgSO4 filtered and evaporated. The residue was purified on silica gel(Eluent: 80% EtOAc in hexanes) to give 3-chloro-6-(pyridin-2-ylmethoxy)pyridazine as a white solid (1.64 g, 62%). 1H NMR (300 MHz, dMSO): δ 5.57 (s, 2H), 7.35-7.38 (m, 1H), 7.48-7.54 (m, 2H), 7.82-7.88 (m, 2H), 8.57-8.59 (dd, 1H); MS (M+H, 222).

출처