反应详情

146 g (0.71 mole) of 2-(4-methoxyphenyl)-cyclohexanol from the 1st stage were dissolved in 600 ml of diethyl ether. A solution consisting of 69.9 g (0.23 mole) of sodium dichromate (as dihydrate), 355 ml of water and 53.2 ml of conc. sulfuric acid was added dropwise while stirring vigorously and cooling in an ice bath so that the internal temperature did not exceed 10° C. After completion of the addition the reaction mixture was stirred overnight at room temperature. After separating the phases the aqueous phase was then extracted twice with 200 ml of diethyl ether. The combined organic phases were washed twice with 200 ml of saturated sodium hydrogen carbonate solution and dried over sodium sulfate. After removing the solvent by distillation the remaining oil was distilled and the fraction passing over at 128–134° C./0.05 bar was collected. After crystallisation from n-hexane 130 g of colourless crystals with a melting point of 90° C. were obtained (90% of theory).

1. additionwas added dropwise
2. temperaturecooling in an ice bath so that the internal temperature
3. customdid not exceed 10° C
4. additionAfter completion of the addition the reaction mixture
5. stirringwas stirred overnight at room temperature
6. customAfter separating the phases the aqueous phase
7. extractionwas then extracted twice with 200 ml of diethyl ether
8. washThe combined organic phases were washed twice with 200 ml of saturated sodium hydrogen carbonate solution
9. dry with materialdried over sodium sulfate
10. customAfter removing the solvent
11. distillationby distillation the remaining oil
12. distillationwas distilled
13. custompassing over at 128–134° C./0.05 bar
14. customwas collected
15. customAfter crystallisation from n-hexane 130 g of colourless crystals with a melting point of 90° C.
16. customwere obtained (90% of theory)