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ChemicalBook CAS DataBase List BIS(4-CHLOROPHENYL)PHOSPHINE OXIDE
15948-60-4

BIS(4-CHLOROPHENYL)PHOSPHINE OXIDE synthesis

6synthesis methods
-

Yield:15948-60-4 97.3%

Reaction Conditions:

with Diethyl phosphite in tetrahydrofuran;diethyl ether at 0 - 5; for 2 h;

Steps:

13 Reference Example 13; bis(4-chlorophenyl)phosphine oxide

Reference Example 13 bis(4-chlorophenyl)phosphine oxide Under an argon atmosphere, to a solution of diethyl phosphite (5.40 g, 0.033 MmoL) in THF (30 ML) was added a 1M solution (100 ML, 3.0 equivalents) of 4-chloromagnesium bromide in diethyl ether at 0°C, and the mixture was stirred at 5°C for 2 hrs.. water (20 ML) was added at 3°C, and then toluene (80 ML) and 6M-HCl (20 ML) were added.. The mixture was stirred at room temperature for 30 min.. The reaction mixture was partitioned, and the organic layer was washed successively with water (10 ML), 5% aqueous NaHCO3 solution (10 ML) and 5% aqueous NaCl solution (10 ML).. Then the organic layer was dried over anhydrous magnesium sulfate, filtered by gravity, and the filtrate was concentrated under reduced pressure.. The residue was recrystallized from heptane to give the title compound (8.70 g, white crystals).. yield 97.3%. melting point: 124.0°C.1H-NMR (300 MHz, CDCl3, TMS) δ: 7.47-7.52 (m, 4H), 7.57-7.65 (m, 4H), 8.05 (d, 1H, J = 487.1Hz).13C-NMR (75 MHz, CDCl3, CDCl3) δ: 129.13, 129.77, 129.95, 130.49, 132.36, 132.53, 139.95.31P-NMR (121 MHz, CDCl3, 85%H3PO4) δ: 17.59-18.54 (m), 21.62-22.70 (m).

References:

EP1452537,2004,A1 Location in patent:Page 30

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