BIS(TRIMETHYLSILYLOXY)-PHOSPHINE synthesis

5synthesis methods

Product Name:BIS(TRIMETHYLSILYLOXY)-PHOSPHINE
CAS Number:30148-50-6
Molecular formula:C6H19O2PSi2
Molecular Weight:210.36

999-97-3 Synthesis

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Yield:30148-50-6 85%

Reaction Conditions:

with ammonium hypophosphorous acid at 120 - 130; for 2 h;Inert atmosphere;

Steps:

Bis(trimethylsilyl) phosphonite (11)

Ammonium hypophosphite 10 (1.05 g, 12.65 mmol) was placed in a three-neck round-bottomed flask fitted with a septum, thermometer, reflux condenser, and a bubbler, and was purged on the nitrogen line. Hexamethyldisilazane (HMDS) (2.77 cm³, 2.14 g, 13.28 mmol) was injected, and the temperature was raised to 120-130 °C with stirring for two hours until the evolution of ammonia (NH₃) had ceased. Cessation of ammonia evolution was monitored by moist pH paper at a bubbler on the nitrogen line. The reaction was then fractionally distilled under reduced pressure. The product 11 was collected at 25-30 °C/2.5 mm Hg as a colourless oil (2.26 g, 85%). The product was not stored, owing to its pyrophoric nature, but was used straight away in subsequent reactions. ¹H NMR (400 MHz, C₆D₆): δ_H 7.55 (1H, d, ¹J_P-H = 176.1 Hz, PH), 0.04 (18H, s, 2 x Si(CH₃)₃).¹³C NMR (100 MHz, C₆D₆): δ_C 0.02 (d, ³J_C-P = 2.9 Hz, POSiCH₃).³¹P NMR (162 MHz, C₆D₆, proton-coupled): δ_P 157.06 (d, ¹J_P-H = 176.1 Hz, PH).

References:

Markoulides, Marios S.;Regan, Andrew C. [Tetrahedron Letters,2011,vol. 52,# 23,p. 2954 - 2956] Location in patent:supporting information; experimental part