反应详情

温度

75 °C

A solution of 30.98 g (0.221 mol) of 5,5-dimethyl-1,3-cyclohexanedione and 76.36 g (0.553 mol) of anhydrous potassium carbonate in 300 ml of dimethylformamide was heated to 75° C. with stirring under N2 for one hour. The 3,4,5-trichloronitrobenzene (50.0 g, 0.221 mol) was dissolved in 100 ml of dimethylformamide and added to the reaction mixture, while stirring and maintaining the temperature at 75° C. A deep red-colored solution was formed, and when the addition was complete the temperature was raised to 100° C. and the mixture stirred over night at this temperature. Most of the dimethylformamide was removed by vacuum distillation, and 21 of water was added to the residue. The aqueous solution was extracted three times with 500 ml portions of benzene, then N2 was passed through the aqueous solution while warming to remove dissolved benzene. The solution was cooled in an ice bath and acidified with 6 N HCl to give 63.8 g (87%) of 2-(2',6'-dichloro-4'-nitrophenyl)-5,5-dimethyl-1,3-cyclohexanedione as a tan powder, m.p. 288°-290° C.

1. additionadded to the reaction mixture
2. stirringwhile stirring
3. customA deep red-colored solution was formed
4. additionwhen the addition
5. temperaturewas raised to 100° C.
6. stirringthe mixture stirred over night at this temperature
7. customMost of the dimethylformamide was removed by vacuum distillation, and 21 of water
8. additionwas added to the residue
9. extractionThe aqueous solution was extracted three times with 500 ml portions of benzene
10. temperaturewhile warming
11. customto remove
12. dissolutiondissolved benzene
13. temperatureThe solution was cooled in an ice bath