تفاعل #1256723
ord-3d322a73b98d45699bdee5ef9869b9d5
معادلة التفاعل
المتفاعلات
الكواشف
ظروف التفاعل
المعالجة
- 1درجة الحرارةthe mixture is heated
- 2درجة الحرارةunder reflux for 3 h
- 3أخرىAfter hydrolysis
- 4ترشيحthe deposited precipitate is filtered off with suction
- 5غسيلwashed with toluene
- 6أخرىdried
- 7workup.DISSOLUTIONThe product is dissolved in 200 ml of acetone
- 8درجة الحرارةthe mixture is heated
- 9درجة الحرارةunder reflux for 5 h
- 10أخرىThe majority of the solvent is removed under reduced pressure
- 11أخرىThe aqueous phase is separated off
- 12استخلاصextracted with MTB ether
- 13غسيلThe combined organic phases are washed with water
- 14تجفيفdried over sodium sulfate
- 15أخرىThe solvent is removed under reduced pressure
- 16أخرىthe crude product is recrystallised from ethanol
الإجراء التجريبي
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).