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ChemicalBook CAS DataBase List methyl 4-((diethoxyphosphoryl)methyl)benzoate
14295-52-4

methyl 4-((diethoxyphosphoryl)methyl)benzoate synthesis

10synthesis methods
-

Yield:14295-52-4 97%

Reaction Conditions:

at 160; for 2 h;

Steps:

4.i

(D Methyl 4-[(diethoxyphosphor>4)methyl]benzoate (See, for example, Tetrahedron, 2002, 58, 1425-1432.)A mixture of methyl 4-(brornomethyl)benzoate (2.50 g, 10.9 mmol) and triethylphosphite (3.62 g, 21.8 mmol, 2 molar equivalent) was heated at 1600C under a nitrogen atmosphere for 2 h. The excess triethylphosphite was removed in vacuo to give the sub-title compound as colourless oil (3.03 g, 97%). 1H NMR (DMSO-d6): 7.91(2H, d, J=8.0Hz), 7.44(2H, dd, J=2.4Hz & J=8.4Hz), 4.00(4H, quintet, J=6.8Hz), 3.84(3H, s), 3.36(2H, d, J=22.0Hz), 1.16(6H, t, J=6.8Hz).

References:

WO2008/38018,2008,A1 Location in patent:Page/Page column 48