Isopropanol → Isopropylphosphite Triethylammonium

HRID 1194993Notes

Reaction equation

HRID 1194993 reaction equation
[CH:1]([O:4][P:5]([O-:10])[O:6]C(C)C)([CH3:3])[CH3:2].[CH2:11]([N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[CH3:12].C(O)(C)C>O>[CH2:11]([NH+:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[CH3:12].[CH:1]([O:4][P:5]([O-:10])[O-:6])([CH3:3])[CH3:2].[CH2:11]([NH+:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[CH3:12]

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 8471TriethylamineHCID 21884976Phosphorous acid, bis(1-methylethyl) ester

Product 1

HCID 88392515Isopropylphosphite TriethylammoniumYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

Diisopropylphosphite (10.0 g, 0.06 moles), triethylamine (14.6 g, 0.14 moles), isopropanol (20 ml), and water (10 ml) were mixed in a flask under an argon atmosphere and heated at 60° C. for 48 hours. The volatile components were removed under vacuum, leaving a viscous, clear oil. The resulting product was produced in 95% yield (12.8 g) and had the following spectral data:

Workup

  1. customThe volatile components were removed under vacuum
  2. customleaving a viscous, clear oil
  3. customThe resulting product was produced in 95% yield (12.8 g)

Sources & evidence

ORD record
ord-a068d83c59e2488aacfde75b285df7f9
Source dataset
uspto-grants-1989_03
Patent number
US04816571

Reaction notes

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