Synthesis and Reactivity of Substituted Alkoxymethylphosphonites and Their Derivatives 289
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of 1.1 g of lithium aluminum hydride and 50 mL of
ether. The mixture was refluxed for 1 h and left for
1 day, and then an excess of lithium aluminum hy-
dride was neutralized by moisture ether and water.
The organic solution was separated and dried with
magnesium sulfate; the solvent was removed and en-
trapped in low-temperature traps. The residue was
distilled to give 2.7 g of methyl benzyl ether, yield
1
79%, bp 60◦C (10 mmHg), n2D0 1.5020. In H NMR
spectra, δH: 3.18 s (OMe), 4.28 s (OCH2), 7.1–7.2 m
(C6H5). The distillation of the trap contents gives 2
g of diisopropylphosphine, yield 61%, bp 60◦C (120
mmHg), δP: 17.3 d, 1 JPH 193.
[14] Taeger, E.; Fiedler, C.; Chiari, A.; Berndt, H. J Pract
Chem 1965, 28, 1–12.
The interaction of diisopropyl(diethoxymethyl)-
phosphine oxide 44 with lithium aluminum hy-
dride was carried out similarly, and the fol-
lowing results were obtained depending on
the temperature of the reaction mixture: this
interaction was carried out under −50◦C to
give only diisopropylphosphine, yield 64%; under
−20◦C: diisopropylphosphine, yield 59%, and di-
isopropyl(diethoxymethyl)phosphine 45, yield 30%;
under 36◦C :diisopropyl(ethoxymethyl)phosphine
11, yield 31%.
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Heteroatom Chemistry DOI 10.1002/hc