반응 #165412

반응 방정식

(4-[1,3]dioxolan-2-yl-3-fluoro-phenyl)-methanol

sodium hydride

2-fluoropyridine

→

title compound

수율 64.1%

2-(4-[1,3]Dioxolan-2-yl-3-fluoro-benzyloxy)-pyridine

수율 64.1%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   온도The mixture was cooled to room temperature
2. 2
   기타partitioned into ethyl acetate and water
3. 3
   기타The organic layer was separated
4. 4
   세척washed with water
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   여과filtered
7. 7
   농축The filtrate was concentrated under a reduced pressure
8. 8
   기타the residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:4)

실험 절차

To an N,N-dimethylformamide solution (20 mL) of (4-[1,3]dioxolan-2-yl-3-fluoro-phenyl)-methanol (2.44 g, 12.3 mmol) described in Manufacturing Example 204-1-3 was added sodium hydride (537 mg, 14.8 mmol, 60% in oil), which was cooled to 0° C., after which 2-fluoropyridine (1.27 mL, 14.8 mmol) was added to this suspension, which was stirred for 2 hours at 60° C. The mixture was cooled to room temperature and partitioned into ethyl acetate and water. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:4) to obtain the title compound (2.17 g, 64%).

출처