反応 #165431

反応方程式

4-hydroxybenzaldehyde

2-fluoropyridine

sodium hydride

→

title compound

収率 57.0%

4-(Pyridin-2-yloxy)-benzaldehyde

収率 57.0%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   workup.WAITfor 45 minutes at 140° C.
2. 2
   workup.WAITfor 2 hours at 160° C
3. 3
   温度The mixture was cooled to room temperature
4. 4
   その他partitioned into ethyl acetate and water
5. 5
   その他The organic layer was separated
6. 6
   洗浄washed with water (three times)
7. 7
   ろ過filtered
8. 8
   濃縮The filtrate was concentrated under a reduced pressure
9. 9
   その他the residue was purified by silica gel column chromatography (heptane:ethyl acetate=4:1)

実験手順

To an N,N-dimethylformamide solution (100 mL) of 4-hydroxybenzaldehyde (10 g, 82 mmol) and 2-fluoropyridine (8.0 g, 82 mmol) was added sodium hydride (3.3 g, 82 mmol, 60% in oil), which was stirred for 30 minutes at 120° C., then for 45 minutes at 140° C., and then for 2 hours at 160° C. The mixture was cooled to room temperature and partitioned into ethyl acetate and water. The organic layer was separated, washed with water (three times), and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=4:1) to obtain the title compound (9.3 g, 57%).

出典