反应 #6707

反应方程式

tetrahydro-1,4-diphenyl-1,4-epoxy-napthalene-2,3-dicarbonitrile

→

1,4-diphenylnaphthalene-2,3-di-carbonitrile

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   其他In a dry 2 L 3-necked round bottom flask equipped with a magnetic stirring bar
2. 2
   其他while purging the flask with argon gas
3. 3
   workup.ADDITIONwas added dropwise over 2 hours
4. 4
   workup.STIRRINGto stir at this temperature, and saturated ammonium chloride (300 ml)
5. 5
   workup.ADDITIONwas added
6. 6
   温度to warm to room temperature
7. 7
   过滤the white solid was filtered off
8. 8
   其他The organic layer of the filtrate was separated
9. 9
   洗涤The aqueous layer was washed with ether (100 ml)
10. 10
    干燥The combined organic layers were dried (magnesium sulfate)
11. 11
    过滤After the magnesium sulfate was filtered off
12. 12
    其他the solvent was evaporated with a rotary evaporator
13. 13
    其他the residue triturated with ether
14. 14
    过滤the solid filtered
15. 15
    其他dried under vacuum

实验过程

In a dry 2 L 3-necked round bottom flask equipped with a magnetic stirring bar, dropping funnel, gas inlet tube attached to an argon gas cylinder, was placed tetrahydro-1,4-diphenyl-1,4-epoxy-napthalene-2,3-dicarbonitrile (20 g) and dry tetrahydrofuran (450 ml) while purging the flask with argon gas. The mixture was stirred for 20 minutes. The flask was cooled to −78° C. (acetone/dry ice) and Lithium bis(trimethylsilyl)- amide (150 ml, 1.0 M THF) was added dropwise over 2 hours. The mixture was allowed to stir at this temperature, and saturated ammonium chloride (300 ml) was added. The mixture was allowed to warm to room temperature, and the white solid was filtered off. The organic layer of the filtrate was separated. The aqueous layer was washed with ether (100 ml). The combined organic layers were dried (magnesium sulfate). After the magnesium sulfate was filtered off, the solvent was evaporated with a rotary evaporator, the residue triturated with ether, and the solid filtered, dried under vacuum and weighed (17 g).

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