Water → HCID 178418940, compound

HRID 2090114Notes

Reaction equation

HRID 2090114 reaction equation
[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[OH:9][P:10]=[O:11].C1C(C(OOC(C)(C)C)=O)=CC=CC=1.O>CC(O)C.CCCCCCC>[CH2:1]([PH:10](=[O:9])[OH:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

7

Reactant 4

HCID 962WaterHCID 81251-OcteneHCID 11966tert-Butyl peroxybenzoateHCID 22497phosphenous acid

Product 1

HCID 178418940HCID 178418940, compoundYield 98.6%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8900HeptaneSolvent

Procedure

In a round bottom flask, 1 L (715 g, 6.38 mots) of 1-octene and 1.3 L (12.76 mols) of hypophosphorus acid (50% aqueous solution), 50 mL of tert-butyl perbenzoate, as initiator, and 1.7 L of 2-propanol as solvent are stirred at 80° C. for 7 h. The completed reaction mixture is combined with 2.0 L of water and 2.0 L of n-heptane. The mixture is separated and the organic phase is further washed with 1 L water. The water layer is further washed with 1 L of heptane and all the heptane layers are combined. This mixture is treated with 1 kg of anhydrous sodium sulfate and the solvent is evaporated to obtain 1.12 kg of crude n-octyl phosphinic acid with 85% purity (31P NMR).

Workup

  1. customThe completed reaction mixture
  2. customThe mixture is separated
  3. washthe organic phase is further washed with 1 L water
  4. washThe water layer is further washed with 1 L of heptane and all the heptane layers
  5. additionThis mixture is treated with 1 kg of anhydrous sodium sulfate
  6. customthe solvent is evaporated

Sources & evidence

ORD record
ord-a9d42ae6de4f4fbeb3eab30f9fbceadc
Source dataset
uspto-grants-2013_05
Patent number
US08436131B2

Reaction notes

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