Sodium Chloride → HCID 523553, compound

HRID 1680803Notes

Reaction equation

HRID 1680803 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[C:5]([CH:14]([CH3:16])[CH3:15])([CH:11]([CH3:13])[CH3:12])C(OCC)=O)[CH3:2].O=P1(C)CCC=C1.[Cl-].[Na+]>O>[CH2:1]([O:3][C:4](=[O:17])[CH:5]([CH:14]([CH3:16])[CH3:15])[CH:11]([CH3:12])[CH3:13])[CH3:2]

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 701042,3-Dihydro-1-methyl-1H-phosphole 1-oxideHCID 12663450HCID 12663450, compound

Product 1

HCID 523553HCID 523553, compoundYield 68.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

16.9 g (0.069 mol) of diisopropyl-malonic acid diethyl ester (prepared according to J. Chem. Soc., 1931, page 2,336), 25 ml of 1-oxo-1-methyl-phospholine, 4.5 g of sodium chloride and 3.2 g of water were heated to 160°-170° C. for 14 hours. After cooling, the mixture was diluted with 200 ml of water and extracted by shaking four times with a total of 200 ml of petroleum ether and the petroleum ether phase was washed twice with 50 ml of water each time and dried with sodium sulphate. After distilling off the petroleum ether under normal pressure, the crude product was fractionally distilled in vacuo. 8.1 g (68% of theory) of diisopropylacetic acid ethyl ester of boiling point 70°-72°/22 mm Hg were obtained (refractive index nD22 =1.4160).

Workup

  1. temperatureAfter cooling
  2. extractionextracted
  3. washthe petroleum ether phase was washed twice with 50 ml of water each time
  4. dry with materialdried with sodium sulphate
  5. distillationAfter distilling off the petroleum ether under normal pressure
  6. distillationthe crude product was fractionally distilled in vacuo

Sources & evidence

ORD record
ord-19b518498d804c4e92ff2e48c3a67ae5
Source dataset
uspto-grants-1981_06
Patent number
US04276225

Reaction notes

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