反应 #927231

反应方程式

2,4-Dichlorobenzoyl chloride

aluminum chloride

hydrochloric acid

→

benzoyl-2,4-dichlorobenzene

收率 156.0%

溶剂

benzene

反应条件

后处理

1. 1
   其他was prepared
2. 2
   其他To a 2-liter flask equipped with a mechanical stirrer, argon inlet
3. 3
   其他Dean Stark trap, condenser, stopper and situated in an oil bath
4. 4
   其他19 grams of benzene were removed
5. 5
   其他The flask was removed from the oil bath
6. 6
   温度to cool to 25° C
7. 7
   其他to form a solution
8. 8
   workup.STIRRINGThe mixture was stirred until it
9. 9
   萃取was then extracted with methylene chloride (1 liter)
10. 10
    干燥The methylene chloride layer was dried over sodium bicarbonate
11. 11
    过滤filtered
12. 12
    浓缩The filtrate was concentrated
13. 13
    其他a rotary evaporator
14. 14
    其他a vacuum pump to yield an oil which
15. 15
    温度upon cooling
16. 16
    其他Recrystallization from methanol

实验过程

was prepared as follows. To a 2-liter flask equipped with a mechanical stirrer, argon inlet, Dean Stark trap, condenser, stopper and situated in an oil bath was added benzene (200 grams). The oil bath temperature was raised to 100° C. and 19 grams of benzene were removed. There was no indication of water. The flask was removed from the oil bath and allowed to cool to 25° C. 2,4-Dichlorobenzoyl chloride (0.683 mol, 143 grams) was added to form a solution. Thereafter, anhydrous aluminum chloride (0.8175 mol, 109 grams) was added portion-wise over 15 minutes with vigorous gas evolution. Large volumes of hydrochloric acid were evolved as determined by odor. The solution turned orange-yellow and then red. The reaction was stirred for 16 hours under argon and was then added to 1 liter of ice water in a 2-liter beaker. The mixture was stirred until it became white and was then extracted with methylene chloride (1 liter). The methylene chloride layer was dried over sodium bicarbonate and filtered. The filtrate was concentrated using a rotary evaporator and a vacuum pump to yield an oil which, upon cooling, became a solid crystalline mass (154.8 grams). Recrystallization from methanol gave 133.8 grams of benzoyl-2,4-dichlorobenzene as white needles (melting point 41-43° C.) in the first crop.

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