Diphosphoric acid, tetrabutyl ester → Phosphoric acid, dibutyl ester, potassium salt (1:1)

HRID 3958Notes

Reaction equation

HRID 3958 reaction equation
[CH2:1]([O:5][P:6]([O:13]P(OCCCC)(OCCCC)=O)(=[O:12])[O:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:2][CH2:3][CH3:4].C[Si](C)(C)[O-].[K+:31]>O1CCCC1>[CH2:8]([O:7][P:6]([O-:13])([O:5][CH2:1][CH2:2][CH2:3][CH3:4])=[O:12])[CH2:9][CH2:10][CH3:11].[K+:31]

Participants

4

Reactant 2

HCID 73861Diphosphoric acid, tetrabutyl esterHCID 23668039Potassium trimethylsilanolate

Product 1

HCID 23672341Phosphoric acid, dibutyl ester, potassium salt (1:1)Yield 171.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

The procedure of Example 1 was followed using tetrabutylpyrophosphate (4 mL, 10.5 mmol) in dry tetrahydrofuran (10 mL), potassium trimethylsilanolate (2.68 g, 21 mmol) in dry tetrahydrofuran (50 mL), and a 24 h reaction time. The product, potassium dibutylphosphate (4.46 g, 90% yield), was isolated as a white solid by concentrating the filtrate under vacuum: 1H NMR (D2O, DSS) δ 0.8-1.05 (dist. t, CH3, 6H), 1.18-1.8 (m, CH2, 8H), 3.74-4.0 (q, CH2, 4H). Anal. Calcd. for C8H18KO4P: C, 38.70; H, 7.31. Found: C, 38.63; H, 7.38.

Workup

  1. customa 24 h reaction time

Sources & evidence

ORD record
ord-5d875633c19c4986b9ada2ce0e9357f6
Source dataset
uspto-grants-1988_02
Patent number
US04723016

Reaction notes

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