144 Prishchenko et al.
removed, and the residue was distilled in vacuum to
obtain 6.4 g of phosphonite 31.
Bis(vinyl)phosphinates 35–38 were prepared
similarly.
O-Methyl O-Trimethylsilyl Thiophosphite (19)
A mixture of 6.6 g of phosphine 1 and 1.7 g of sulfur
in 25 mL of diethyl ether was refluxed for 0.5 h and
then 25 mL of pentane was added. An excess of sul-
fur was separated, the solvents were removed, and
the residue was distilled in vacuum to give 6.2 g of
thiophosphite 19.
O-Ethyl 2-(methoxycarbonyl)ethyl 3-methoxy-3-
(trimethylsiloxy)prop-2-yl-phosphinate
(32)
Thiophosphites 20–24 were prepared similarly.
A solution of 2 g of methyl acrylate in 10 mL of
methylene chloride was added dropwise with stir-
ring and cooled to 10◦C to a solution of 4 g of phos-
phonite 31 in 20 mL of methylene chloride. The re-
action mixture was kept for 24 h at 20◦C, the solvent
was then removed, and the residue was kept in vac-
uum (0.5 mmHg) for 1 h to obtain 5.4 g of phosphi-
nate 32 as a thick oil.
O-Trimethylsilyl Allylphosphonite (26)
A solution of 8.1 g of phosphine 1 in 10 mL of ben-
zene was added dropwise under stirring to a mixture
of 30 g of allyl iodide and 50 mL of benzene, and
the mixture was refluxed for 1 h. A small amount
of polymer was separated, the solvent was removed,
and the residue was distilled in vacuum to give 6 g
of phosphonite 26.
The reactions of phosphine 1 with methyl and
benzyl iodides were carried out similarly.
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Dimethyl(trimethylsiloxy)trimethylsilylamino-
phosphonium Iodide (29)
A solution of 5.5 g of methyl iodide in 5 mL of ben-
zene was added under stirring to a solution of 8 g of
phosphine 9 in 20 mL of benzene, and the mixture
was refluxed for 1 h. The solvent was removed and
white crystals that were formed were kept in vacuum
(1 mmHg) for 1 h to obtain 13 g of phosphonium 29.
Dimethyl O,N-Bis(trimethylsilyl)
imidophosphinate (30)
A solution of sodium bis(trimethylsilyl)amide, 0.036
mol, in 30 mL of diethyl ether was added with stir-
ring and cooled to 0◦C to a mixture of 13 g of phos-
phonium 29 in 30 mL of diethyl ether, and the mix-
ture was stirred for 2 h under 20◦C. The precipi-
tate was separated, the solvent was removed, and
the residue was distilled in vacuum to give 6.2 g of
imidophosphinate 30.
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pp. 172–175 (in Russian).
O-Ethyl O-trimethylsilyl 2-(methoxycarbonyl)
ethylphosphonite (31)
A solution of 4 g of methyl acrylate in 10 mL of
methylene chloride was added with stirring and
cooled to −10◦C to a solution of 7.7 g of phosphine
2 in 20 mL of methylene chloride. The reaction mix-
ture was kept for 24 h at 20◦C, the solvent was then
[16] Tikhonova, N. A.; Gilyarov, V. A.; Kabachnik, M. I.
Zh Obshch Khim 1982, 52, 760–763 (in Russian).
Heteroatom Chemistry DOI 10.1002/hc