반응 #461857
ord-ba6a63858a6741249c5cece8902ad1ce
반응 방정식
반응 조건
후처리
- 1온도The reaction solution was refluxed
- 2세척washed with 500 ml of water
- 3기타The aqueous layer was separated
- 4추출extracted with benzene (500 ml×2 times)
- 5건조the combined organic layer was dried over anhydrous magnesium sulfate
- 6기타The inorganic salt was removed by filtration
- 7농축the reaction solution was concentrated under reduced pressure
- 8기타to obtain a brown syrup
- 9기타This syrup was purified by silica gel column chromatography (n-hexane/acetone=5/1)
- 10농축The eluted solution was concentrated under reduced pressure
- 11기타the residue was recrystallized from n-hexane/acetone
- 12기타to obtain 7.0 g of the
실험 절차
12.04 g of 2,3-dihydroxybenzaldehyde was dissolved in 120 ml of dry DMF. To this solution, 9.0 ml of 1.2-dibromoethane, 12.1 g of anhydrous potassium carbonate and 1.1 g of cupric oxide were added. The reaction solution was refluxed under heating for three hours on a hot water bath at 135° C. The reaction solution was diluted with 700 ml of benzene and then washed with 500 ml of water. The aqueous layer was separated and extracted with benzene (500 ml×2 times). The extracted organic layers were combined to the previously separated organic layer, the combined organic layer was dried over anhydrous magnesium sulfate. The inorganic salt was removed by filtration, and the reaction solution was concentrated under reduced pressure to obtain a brown syrup. This syrup was purified by silica gel column chromatography (n-hexane/acetone=5/1). The eluted solution was concentrated under reduced pressure, and the residue was recrystallized from n-hexane/acetone to obtain 7.0 g of the above identified compound as white crystals (melting point: 63°-64° C.) (yield: 49%). The mother solution was concentrated and dried to obtain 3.2 g of the above identified compound as crude syrup (yield: 22%).