反応 #6707

反応方程式

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

→

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

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   その他In a dry 2 L 3-necked round bottom flask equipped with a magnetic stirring bar
2. 2
   その他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
   ろ過the white solid was filtered off
8. 8
   その他The organic layer of the filtrate was separated
9. 9
   洗浄The aqueous layer was washed with ether (100 ml)
10. 10
    乾燥The combined organic layers were dried (magnesium sulfate)
11. 11
    ろ過After the magnesium sulfate was filtered off
12. 12
    その他the solvent was evaporated with a rotary evaporator
13. 13
    その他the residue triturated with ether
14. 14
    ろ過the solid filtered
15. 15
    その他dried under vacuum

実験手順

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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