반응 #62197

반응 방정식

sodium acetate

ammonium acetate

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

→

title compound

수율 41.0%

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

수율 41.0%

용매

acetic acid

반응 조건

후처리

1. 1
   온도The resulting mixture was then refluxed for 48 h
2. 2
   기타After removal of the solvent under vacuum
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
4. 4
   세척the solution was washed with satd NaHCO3
5. 5
   기타The organic phase was dried
6. 6
   농축concentrated in vacuum
7. 7
   기타to give an oil, which
8. 8
   기타was purified via silica gel chromatography (1:3 EtOAc/n-hexane)

실험 절차

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]+.

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