Water → HCID 10352026, compound

HRID 1612764Notes

Reaction equation

HRID 1612764 reaction equation
[H-].[Na+].[CH2:3]([PH:7](=[O:11])[O:8][CH2:9][CH3:10])[CH2:4][CH2:5][CH3:6].[CH3:12]I.O>O1CCCC1.ClCCl>[CH2:3]([P:7]([CH3:12])(=[O:11])[O:8][CH2:9][CH3:10])[CH2:4][CH2:5][CH3:6]

Participants

7

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 178454912HCID 178454912, compound

Product 1

HCID 10352026HCID 10352026, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

A suspension of 8.0 g of sodium hydride (55% dispersion in oil) in 35 ml of anhydrous tetrahydrofuran under an inert atmosphere is treated with 35 ml of an anhydrous tetrahydrofuran solution of 25 g of ethyl n-butylphosphinate. The resulting suspension is stirred at room temperature for 1 hour before dropwise addition of 32 ml of methyl iodide. After 3 hours stirring at room temperature 10 ml of water are carefully added followed by 200 ml of dichloromethane. Separation of the organic layer, drying over anhydrous magnesium sulphate and removal of the solvent in vacuo affords an oil. Kugelrohrdistillation at 90° and 10-1 mbar affords ethyl n-butyl-(methyl)phosphinate.

Workup

  1. additionare carefully added
  2. customSeparation of the organic layer
  3. dry with materialdrying over anhydrous magnesium sulphate and removal of the solvent in vacuo
  4. customaffords an oil

Sources & evidence

ORD record
ord-b11ecc91d8394843ac682b5c5714cd6b
Source dataset
uspto-grants-1993_03
Patent number
US05190934

Reaction notes

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