Tetrahydrofuran → HCID 57973306, compound

Participants

Reaction Conditions

Reaction Steps

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.

Provenance & Evidence