反应详情

温度

80 °C

In a 10-liters three-necked flask equipped with a stirring device, a thermometer and a nitrogen substituting device, 629 g (3.88 mole) of iron chloride and 1.7 liters of 1,2-dichloroethane were mixed, and 595 g (3.21 mole) of paranitrobenzoyl chloride was introduced with ice cooling to be dissolved. After warming the reaction solution to 80° C., a solution of 391 g (1.34 mole) of 1,1-diphenyl-4-butylcyclohexane in 630 milliliters of 1,2-dichloroethane was added dropwise for 3 hours and 30 minutes. After the dropwise addition was ended, the solution was stirred gently at reflux for 6 hours. After the end of the reaction was confirmed by a liquid chromatography, the reaction solution was poured on 2 liters of ice, and 1 liter of a 4N-HCl aqueous solution was added and then extracted with 1.5 liters of chloroform. The solution was washed with a 6N-HCl aqueous solution, an aqueous solution of sodium hydrogencarbonate, brine and water, and dried with magnesium sulfate. After removing off chloroform by a rotary evaporator, treating with a silica gel column and purifying by recrystallization from ethyl acetate, 435 g of 1,1-bis(4-(4-nitrobenzoyl)phenyl)-4-butylcyclohexane was obtained as crystals.

1. customIn a 10-liters three-necked flask equipped with a stirring device
2. dissolutionto be dissolved
3. additionAfter the dropwise addition
4. temperatureat reflux for 6 hours
5. additionwas added
6. extractionextracted with 1.5 liters of chloroform
7. washThe solution was washed with a 6N-HCl aqueous solution
8. dry with materialan aqueous solution of sodium hydrogencarbonate, brine and water, and dried with magnesium sulfate
9. customAfter removing off chloroform
10. customby a rotary evaporator
11. additiontreating with a silica gel column
12. custompurifying by recrystallization from ethyl acetate