反应详情

222.72 Gm (1.0 mol) of 3-chloro-4-cyclohexyl-benzaldehyde, 3,500 gm (60.3 mols) of acetone and 200 ml of methanol were charged into a 6-liter three-necked flask equipped with a stirrer, dropping funnel and internal thermometer. While thoroughly stirring the contents of the flask, a solution of 2.805 gm (0.05 mol) of potassium hydroxide in 16 ml of water was added dropwise thereto, while an internal temperature of 20° to 25°C was maintained. The mixture was then stirred for 3 hours more. The precipitate solid by-product was filtered off, and the filtrate was neutralized by dropwise addition of glacial acetic acid, and concentrated by evaporation in vacuo. The residue was shaken with a mixture of water and ether. The ether phase separated, dried over sodium sulfate, clarified with charcoal, and evaporated. The residual oil was distilled in a high vacuum (b.p. 162°-175°C at 0.2 mm Hg), crystallized by trituration with a small quantity methanol, and finally recrystallized once from methanol. The colorless crystals melted at 48°-49°C. Yield: 40 % of theory.

1. customequipped with a stirrer
2. temperaturewhile an internal temperature of 20° to 25°C was maintained
3. stirringThe mixture was then stirred for 3 hours more
4. filtrationThe precipitate solid by-product was filtered off
5. additionthe filtrate was neutralized by dropwise addition of glacial acetic acid
6. concentrationconcentrated by evaporation in vacuo
7. stirringThe residue was shaken with a mixture of water and ether
8. customThe ether phase separated
9. dry with materialdried over sodium sulfate
10. customevaporated
11. distillationThe residual oil was distilled in a high vacuum (b.p. 162°-175°C at 0.2 mm Hg)
12. customcrystallized by trituration with a small quantity methanol
13. customfinally recrystallized once from methanol