반응 #43337

반응 방정식

2-chloro-4-[(4-fluorophenoxy)methyl]pyridine

benzyl alcohol

sodium hydride

tetrahydrofuran

→

title compound

수율 99.3%

2-(benzyloxy)-4-[(4-fluorophenoxy)methyl]pyridine

수율 99.3%

용매

ethyl acetate

반응 조건

후처리

1. 1
   온도was refluxed for 16 hours
2. 2
   온도Cooling
3. 3
   기타the reaction liquid to room temperature
4. 4
   세척by washing with saturated aqueous sodium hydrogencarbonate solution and saturated brine
5. 5
   건조drying over anhydrous sodium sulfate
6. 6
   농축Concentrating the solvent under reduced pressure
7. 7
   기타the residue was purified on silica gel column chromatography (KP-Sil, FLASH 40+M, hexane:ethyl acetate=10:0-17:3)

실험 절차

A mixture of 2-chloro-4-[(4-fluorophenoxy)methyl]pyridine (845 mg, 3.55 mmols), benzyl alcohol (0.48 mL, 4.62 mmols), sodium hydride (60% oiliness, 170 mg, 4.26 mmols) and tetrahydrofuran (20 mL) was refluxed for 16 hours. Cooling the reaction liquid to room temperature, ethyl acetate was added thereto, followed by washing with saturated aqueous sodium hydrogencarbonate solution and saturated brine and drying over anhydrous sodium sulfate. Concentrating the solvent under reduced pressure, the residue was purified on silica gel column chromatography (KP-Sil, FLASH 40+M, hexane:ethyl acetate=10:0-17:3) to provide the title compound (1.09 g, 99%).

출처