Phenyl P,P-diphenylphosphinate → Potassium diphenylphosphinate

HRID 3959

Reaction equation

HRID 3959 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-].[K+: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.[K+:27]

Participants

4

Reactant 2

HCID 15566Phenyl P,P-diphenylphosphinateHCID 23668039Potassium trimethylsilanolate

Product 1

HCID 23693146Potassium diphenylphosphinateYield 87%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The procedure of Example 1 was followed adding neat solid phenyl diphenylphosphinate (5.88 g, 20 mmol) to a slurry of potassium trimethylsilanolate (2.56 g, 20 mmol) in dry tetrahydrofuran (50 mL); a 4 h reaction time was used. Potassium diphenylphosphinate (4.46 g, 87% yield) was isolated as a white solid: 1H NMR (D2O, DSS) δ 6.8-7.9 (m, Ar--H's, 10H). Anal. Calcd. for C12H10KO2P: C, 56.24; H, 3.93; K, 15.26; P, 12.09. Found: C, 52.57, 52.49, 54.53, 54.38; H, 4.00, 4.09, 4.02, 4.36; K, 14.78; P, 11.01, 10.89.

Workup

  1. customa 4 h reaction time

Sources & evidence

ORD record
ord-9878cbd083d94425a4a8b441d42547ca
Source dataset
uspto-grants-1988_02
Patent number
US04723016

Linked notes

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