Triethyl phosphite → O,O-diethyl 2-trifluoromethylphenyl(phenyl)methylphosphonate

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Reaction Steps

A solution of 2-(trifluoromethyl)benzhydryl bromide (25.2 g, 79.8 mmol) in triethyl phosphite (20.5 mL, 120 mmol), under N2, was heated at 155° C. for 16 hours. Excess triethyl phosphite was removed by distillation to give a yellow oil, 28.8 g. The crude product was chromatographed on a silica gel column. Elution with ethyl acetate/hexane (1:1) afforded analytically pure O,O-diethyl 2-trifluoromethylphenyl(phenyl)methylphosphonate as a pale yellow oil. 300 MHz 1H NMR (CDCl3): δ4.86 (d, 1H, J-26.18 Hz, PCH). MS: 373 (M+1).

Provenance & Evidence