반응 #1256723
ord-3d322a73b98d45699bdee5ef9869b9d5
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후처리
- 1온도the mixture is heated
- 2온도under reflux for 3 h
- 3기타After hydrolysis
- 4여과the deposited precipitate is filtered off with suction
- 5세척washed with toluene
- 6기타dried
- 7workup.DISSOLUTIONThe product is dissolved in 200 ml of acetone
- 8온도the mixture is heated
- 9온도under reflux for 5 h
- 10기타The majority of the solvent is removed under reduced pressure
- 11기타The aqueous phase is separated off
- 12추출extracted with MTB ether
- 13세척The combined organic phases are washed with water
- 14건조dried over sodium sulfate
- 15기타The solvent is removed under reduced pressure
- 16기타the crude product is recrystallised from ethanol
실험 절차
16.6 g (78.5 mmol) of methyl 2-oxo-5-propylcyclohexanecarboxylate, 7.65 g (69.5 mmol) of resorcinol and 5.6 ml (6.1 mmol) of phosphoryl chloride are dissolved in 55 ml of toluene, and the mixture is heated under reflux for 3 h. After hydrolysis using water, the deposited precipitate is filtered off with suction, washed with toluene and dried. The product is dissolved in 200 ml of acetone, 20 g (145 mmol) of potassium carbonate and 9.00 g (57.7 mmol) of ethyl iodide are added, and the mixture is heated under reflux for 5 h. The majority of the solvent is removed under reduced pressure, and the residue is taken up in MTB ether/water. The aqueous phase is separated off and extracted with MTB ether. The combined organic phases are washed with water and dried over sodium sulfate. The solvent is removed under reduced pressure, and the crude product is recrystallised from ethanol, giving 3-ethoxy-8-propyl-7,8,9,10-tetrahydrobenzo[c]chromen-6-one as colourless crystals. The melting point is 108° C. The other physical properties are: Δ∈=−7.5 (extrapolated from 5% solution in ZLI-2857), Δn=0.1302 (5% in ZLI-4792).