Phenyl P,P-diphenylphosphinate → Sodium diphenylphosphinate

HRID 3960

Reaction equation

HRID 3960 reaction equation
[C:1]1([P:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:15])[O:8]C2C=CC=CC=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[Si](C)(C)[O-].[Na+:27]>O1CCCC1>[C:1]1([P:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:8])[O-:15])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1.[Na+:27]

Participants

4

Reactant 2

HCID 15566Phenyl P,P-diphenylphosphinateHCID 23672319Sodium trimethylsilanolate

Product 1

HCID 23680564Sodium diphenylphosphinateYield 68%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

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.

Workup

  1. waitwas left

Sources & evidence

ORD record
ord-ce46e031884641d0ad46ce0b09b270af
Source dataset
uspto-grants-1988_02
Patent number
US04723016

Linked notes

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