反応 #445294

反応方程式

phosphonium

Triphenyl phosphine

ethyl bromoacetate

sodium hydroxide

(ethoxycarbonylmethyl) triphenylphosphonium bromide

→

(ethoxycarbonyl methylene) triphenyl phosphorane

収率 80.0%

溶媒

water

benzene

反応条件

後処理

1. 1
   温度The solution was heated at 70° for 2 days
2. 2
   温度cooled
3. 3
   ろ過filtered
4. 4
   洗浄The residue was washed with benzene
5. 5
   その他dried
6. 6
   その他to give about 16 g
7. 7
   ろ過The resulting precipitate was filtered off
8. 8
   洗浄washed with water
9. 9
   その他dried
10. 10
    その他Crystallisation from ethyl acetate/petroleum spirit

実験手順

Triphenyl phosphine (13 g.) was dissolved in dry benzene (60 ml.) and ethyl bromoacetate (8.3 g.) was added dropwise. The solution was heated at 70° for 2 days, and then cooled and filtered. The residue was washed with benzene and dried to give about 16 g. of (ethoxycarbonylmethyl) triphenylphosphonium bromide. The phosphonium salt (10 g.) was dissolved in water (250 ml.) and 5% aqueous sodium hydroxide was added dropwise with stirring until the solution became alkaline to litmus. The resulting precipitate was filtered off, washed with water and dried. Crystallisation from ethyl acetate/petroleum spirit gave (ethoxycarbonyl methylene) triphenyl phosphorane as a colourless solid in about 80% yield.

出典