反应详情

A 350 ml flask is charged with 44.0 g (0.33 mol) of aluminium chloride and 80.9 g (0.40 mol) of 1-cyclohexyl-2,4,5-trimethylbenzene (97.7%; of Example E). With stirring, CO2 gas is passed over the reaction mixture over c. 17 hours at room temperature. The dark brown solution is then diluted with 200 ml of toluene and poured onto ice. The two phases are separated and the organic phase is extracted with 10% sodium hydroxide solution. The basic aqueous phase is acidified with hydrochloric acid and extracted with toluene. The toluene phase is concentrated, giving 12.3 g of crystals. These crystals are recrystallised repeatedly from petroleum ether and then from hexane ethyl acetate. The purified crystals have a melting point of 170°-172° C. 1H-NMR analysis confirms this structure.

1. custom17 hours
2. customat room temperature
3. additionpoured onto ice
4. customThe two phases are separated
5. extractionthe organic phase is extracted with 10% sodium hydroxide solution
6. extractionextracted with toluene
7. concentrationThe toluene phase is concentrated