Reaction #4056

ord-ce46e031884641d0ad46ce0b09b270af

Reaction equation

O=P(Oc1ccccc1)(c1ccccc1)c1ccccc1
phenyl diphenylphosphinate
C[Si](C)(C)[O-].[Na+]
sodium trimethylsilanolate
O=P([O-])(c1ccccc1)c1ccccc1.[Na+]
Sodium diphenylphosphinate
Yield 68.0%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.WAITwas left

Procedure

The procedure of Example 1 was followed except that a mixture of phenyl diphenylphosphinate (13.76 g, 46.7 mmol), sodium trimethylsilanolate (5.6 g, 50 mmol), and dry tetrahydrofuran (175 mL) was left standing overnight (as it became impossible to stir). Sodium diphenylphosphinate (7.6 g, 68% yield) was isolated as a white solid: 1H NMR (D2O) δ 6.6-8.0 (m, Ar--H's 10H). Anal. Calcd. for C12H10NaO2P: C, 60.01; H, 4.20; P, 12.90. Found: C, 55.25, 55.47; H, 4.22, 4.20; P, 11.06, 11.15.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04723016uspto-grants-1988_02