反应 #7291

反应方程式

4-bromobenzaldehyde

4-bromobenzylbromide

triethylphosphite

sodium hydride

→

desired product

收率 65.0%

4,4′-dibromostilbene

收率 65.0%

溶剂

DMF

反应条件

后处理

1. 1
   其他equipped with a stirrer
2. 2
   workup.ADDITIONThe temperature was dropped to room temperature
3. 3
   其他After an ice bath was installed
4. 4
   workup.STIRRINGthe resultant was stirred for 30 minutes
5. 5
   其他ice bath was removed
6. 6
   workup.STIRRINGthe reaction mixture was stirred at room temperature for 12 hours
7. 7
   workup.ADDITIONThe reaction mixture was poured into cold water
8. 8
   其他to give solid
9. 9
   过滤This solid was filtered
10. 10
    洗涤thoroughly washed with water and methanol
11. 11
    其他dried
12. 12
    其他recrystallized
13. 13
    其他to obtain white crystal, which
14. 14
    其他was sufficiently dried in a vacuum oven at 40° C.

实验过程

47 g (0.188 mol) of 4-bromobenzylbromide and 37.5 g (0.224 mol) of check triethylphosphite were put into a 500 ml 3-neck round-bottom flask equipped with a stirrer, a thermometer and a reflux condenser under an argon atmosphere, and the resulting mixture was stirred at 150° C. for 4 hours. The temperature was dropped to room temperature, and 250 ml of anhydrous DMF was added. After an ice bath was installed, 11.28 g (0.282 mol) of sodium hydride (60%) was slowly added and the resultant was stirred for 30 minutes. After 33.7 g (0.182 mol) of 4-bromobenzaldehyde was slowly added, ice bath was removed, and then the reaction mixture was stirred at room temperature for 12 hours. The reaction mixture was poured into cold water to give solid. This solid was filtered, thoroughly washed with water and methanol, dried and then recrystallized, to obtain white crystal, which was sufficiently dried in a vacuum oven at 40° C. to give 40 g (yield: 63%) of the desired product, and its melting point was 212° C.–213° C.

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