Sodium hydride → 4,4'-Dibromostilbene

温度

150 °C

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.

1. customequipped with a stirrer
2. additionThe temperature was dropped to room temperature
3. customAfter an ice bath was installed
4. stirringthe resultant was stirred for 30 minutes
5. customice bath was removed
6. stirringthe reaction mixture was stirred at room temperature for 12 hours
7. additionThe reaction mixture was poured into cold water
8. customto give solid
9. filtrationThis solid was filtered
10. washthoroughly washed with water and methanol
11. customdried
12. customrecrystallized
13. customto obtain white crystal, which
14. customwas sufficiently dried in a vacuum oven at 40° C.

ORDレコード

ord-f7c613e5037143f2acbfe849c8d77347

出典データセット

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07084231B2