反应详情

In a 2-liter four-necked flask equipped with a stirring device, a thermometer, a condenser and a nitrogen substituting device, 177.4 g of aluminum chloride and 300 milliliters of nitrobenzene were mixed and then 99.54 g of paranitrobenzoyl chloride was introduced with ice cooling to be dissolved. Then, a solution of 46.10 g of 1,4-bis(phenylmethyl)benzene in 100 milliliters of nitrobenzene was added dropwise for 30 minutes. 30 minutes after the end of the dropwise adding, an ice bath was removed and stirring was carried out at room temperature for 40 hours. After the end of the reaction was confirmed by a liquid chromatography, the reaction solution was poured on 1.5 liters of ice, and then extracted with 1.0 liter of chloroform. The solution was filtered through a Celite, washed with a 6N-HCl aqueous solution, an aqueous solution of sodium hydrogencarbonate, brine and water, removed off chloroform by a rotary evaporator, and thereafter removed off nitrobenzene by a steam distillation. By dissolving the solution in chloroform, purifying it with a silica gel column, and recrystallizing it from ethyl acetate, 35.72 g of 1,4-bis(4-(4-nitrobenzoyl)phenylmethyl)benzene was obtained as crystals.

1. customIn a 2-liter four-necked flask equipped with a stirring device
2. dissolutionto be dissolved
3. addition30 minutes after the end of the dropwise adding
4. customan ice bath was removed
5. additionthe reaction solution was poured on 1.5 liters of ice
6. extractionextracted with 1.0 liter of chloroform
7. filtrationThe solution was filtered through a Celite
8. washwashed with a 6N-HCl aqueous solution
9. customan aqueous solution of sodium hydrogencarbonate, brine and water, removed off chloroform
10. customby a rotary evaporator
11. customremoved off nitrobenzene
12. distillationby a steam distillation
13. dissolutionBy dissolving the solution in chloroform
14. custompurifying it with a silica gel column
15. customrecrystallizing it from ethyl acetate