反応 #727695

反応方程式

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

sodium hydride

2-fluoropyridine

→

title compound

収率 64.1%

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

収率 64.1%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   温度The mixture was cooled to room temperature
2. 2
   その他partitioned into ethyl acetate and water
3. 3
   その他The organic layer was separated
4. 4
   洗浄washed with water
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮The filtrate was concentrated under a reduced pressure
8. 8
   その他the residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:4)

実験手順

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%).

出典