反応 #2146691

反応方程式

4′-benzoyloxyacetophenone

tetra-n-butyl ammonium tribromide

→

4′-benzoyloxy-2-bromoacetophenone

収率 73.5%

溶媒

methanol

反応条件

後処理

1. 1
   workup.DISTILLATIONwas distilled off under reduced pressure
2. 2
   その他to remove the solvent
3. 3
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
4. 4
   洗浄washed twice with water
5. 5
   洗浄washed with an aqueous saturated sodium chloride solution
6. 6
   乾燥After the ethyl acetate layer was dried over anhydrous sodium sulfate
7. 7
   濃縮concentrated under reduced pressure
8. 8
   その他the resulting crude product was purified by silica gel column chromatography (elution solvent: hexane/methylene chloride=1/1)

実験手順

13.50 g (corresponding to 59.66 mmol) of 4′-benzoyloxyacetophenone was dissolved in 1100 ml of methanol, and 34.52 g (corresponding to 71.59 mmol) of tetra-n-butyl ammonium tribromide was added thereto. The mixture was stirred overnight at room temperature, and was distilled off under reduced pressure to remove the solvent. The residue was dissolved in ethyl acetate and washed twice with water and then washed with an aqueous saturated sodium chloride solution. After the ethyl acetate layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure, the resulting crude product was purified by silica gel column chromatography (elution solvent: hexane/methylene chloride=1/1), to obtain 13.38 g (corresponding to 43.84 mmol) of 4′-benzoyloxy-2-bromoacetophenone (FIG. 3, Step 4).

出典