反応 #62197

反応方程式

sodium acetate

ammonium acetate

1-(4-(benzyloxy)phenyl)-2-bromo-2-(pyridin-4-yl)ethanone

→

title compound

収率 41.0%

4-(4-(4-(benzyloxy)phenyl)-2-methyloxazol-5-yl)pyridine

収率 41.0%

溶媒

acetic acid

反応条件

後処理

1. 1
   温度The resulting mixture was then refluxed for 48 h
2. 2
   その他After removal of the solvent under vacuum
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
4. 4
   洗浄the solution was washed with satd NaHCO3
5. 5
   その他The organic phase was dried
6. 6
   濃縮concentrated in vacuum
7. 7
   その他to give an oil, which
8. 8
   その他was purified via silica gel chromatography (1:3 EtOAc/n-hexane)

実験手順

To a mixture of sodium acetate (323 mg, 2.38 mmol) and ammonium acetate (304 mg, 3.95 mmol) in acetic acid (10 mL) was added 1-(4-(benzyloxy)phenyl)-2-bromo-2-(pyridin-4-yl)ethanone (302 mg, 0.79 mmol). The resulting mixture was then refluxed for 48 h. After removal of the solvent under vacuum, the residue was dissolved in ethyl acetate and the solution was washed with satd NaHCO3. The organic phase was dried and concentrated in vacuum to give an oil, which was purified via silica gel chromatography (1:3 EtOAc/n-hexane) to provide 111 mg (41%) of the title compound. 1H NMR (400 MHz, CDCl3) δ: 2.58 (s, 3H), 5.15 (s, 2H), 7.01 (d, 2H), 7.39 (m, 7H), 7.56 (d, 2H), 8.57 (d, 2H). MS m/z: 343 [M+1]+.

出典