反応 #43312

反応方程式

4-benzyloxy-1H-pyridin-2-one

2-[(4-iodophenyl)oxy]tetrahydropyran

potassium carbonate

N,N-dimethylformamide

→

title compound

収率 58.0%

4-benzyloxy-1-{4-[(2-tetrahydropyranyl)oxy]phenyl}-1H-pyridin-2-one

収率 58.0%

溶媒

water

反応条件

後処理

1. 1
   その他The reaction liquid
2. 2
   workup.ADDITIONwas poured
3. 3
   ろ過the formed insoluble matter was recovered by filtration
4. 4
   workup.ADDITIONChloroform (300 mL) was added to the insoluble matter
5. 5
   ろ過followed by another filtration
6. 6
   洗浄The filtered organic layer was washed with saturated brine
7. 7
   乾燥dried over anhydrous magnesium sulfate
8. 8
   濃縮Concentrating the solvent under reduced pressure, ethyl acetate
9. 9
   workup.ADDITIONwas added to the resulting residue
10. 10
    ろ過The precipitate was recovered by filtration
11. 11
    その他dried

実験手順

A mixture of 4-benzyloxy-1H-pyridin-2-one (7.04 g, 35.0 mmols), 2-[(4-iodophenyl)oxy]tetrahydropyran (13.6 g, 44.8 mmols), cuprous iodide (2.1 g, 11.2 mmols), potassium carbonate (10.3 g, 73.5 mmols) and N,N-dimethylformamide (200 mL) was stirred overnight at 150° C. The reaction liquid was cooled to room temperature, into which water (1.2 L) was poured, and the formed insoluble matter was recovered by filtration. Chloroform (300 mL) was added to the insoluble matter, followed by another filtration. The filtered organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, ethyl acetate was added to the resulting residue. The precipitate was recovered by filtration and dried to provide the title compound (7.6 g, 58%).

出典