82495-75-8

mp 165–169 °C.

[2-(Trimethylsilyl)ethoxymethyl]- triphenylphosphonium chloride is a reagent undergoes deprotonation and yield formation permitting the construction of enol ethers from aldehydes and ketones.

2-(Trimethylsilyl)ethoxymethyltriphenylphosphonium Chloride is used in preparation of Benzodecalindiones as antitumor agents.

Involves reaction of triphenylphosphine with 2-(trimethylsilyl)ethoxymethyl chloride in benzene at gentle reflux for 18 h. Upon cooling, the resulting phosphonium salt can be recovered by filtration and purified by triturating with diethyl ether in 94% yield.

Wash the solid with AcOH and recrystallise it from CH2Cl2/EtOAc. Dry it in a vacuum desiccator. Hygroscopic. 1H NMR (CDCl3) : -0.2 (s, Me3Si), 0.8 (t, 8Hz, CH2Si), 3.83 (t, 8Hz, OCH2), 5.77 (d, JPH 4Hz, P+-CH2O) and 7.70 (m, aromatic H). [Sch.nauer & Zbiral Justus Liebigs Ann Chem 1039 1983.]