反应 #1951066

反应方程式

cyclopropyl phosphonic dichloride

THF

vinylmagnesium bromide

NH4Cl

→

cyclopropyl-divinyl-phosphine oxide

收率 39.0%

反应条件

后处理

1. 1
   其他To a 250 mL round-bottom flask equipped with a magnetic stir-bar
2. 2
   workup.ADDITIONpoured
3. 3
   萃取The resulting solution was extracted with DCM (3×100 mL)
4. 4
   洗涤washed with brine (2×100 mL)
5. 5
   干燥dried over sodium sulfate
6. 6
   浓缩concentrated in vacuo

实验过程

To a 250 mL round-bottom flask equipped with a magnetic stir-bar was added cyclopropyl phosphonic dichloride (2.33 g, 14.7 mmol) and THF (100 mL). The solution was cooled to −78° C. and vinylmagnesium bromide (58.8 mmol, 1.0 M solution in THF) was added dropwise over 15 minutes. The solution was stirred at −78° C. for 7 hours and then poured, while still cold, into saturated aqueous NH4Cl (200 mL). The resulting solution was extracted with DCM (3×100 mL). The organic layers were combined, washed with brine (2×100 mL), dried over sodium sulfate and concentrated in vacuo to provide cyclopropyl-divinyl-phosphine oxide (0.811 g, 39%) as a light-brown free-flowing oil which was used without further purification. 1H NMR (400 MHz, CDCl3) δ 6.40-6.00 (m, 6H), 0.98-0.80 (m, 5H); GC-CIMS (m/z): (M+1)+ found, 142.

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