Methyl vinyl ketone → Ethyl 3-oxobutyl(diethoxymethyl)phosphinate

HRID 973613Notes

Reaction equation

HRID 973613 reaction equation
C[Si]([PH:5]([CH:10]([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])([O-:9])[O:6][CH2:7][CH3:8])(C)C.[CH:17]([C:19]([CH3:21])=[O:20])=[CH2:18]>O>[O:20]=[C:19]([CH3:21])[CH2:17][CH2:18][P:5]([CH:10]([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])(=[O:9])[O:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 6570Methyl vinyl ketoneHCID 178418659HCID 178418659, compound

Product 1

HCID 14362820Ethyl 3-oxobutyl(diethoxymethyl)phosphinate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.7 g of ethyl trimethylsilyldiethoxymethylphosphonite and 0.7 g of methyl vinyl ketone is warmed to 50° for 1 hour under an atmosphere of nitrogen. Then 10 ml of water are added and the mixture is stirred for additional 30 minutes. The residue is extracted thrice with 50 ml of chloroform, the organic phases are combined, dried over magnesium sulphate, filtered and evaporated to dryness. The residue is then distilled to yield ethyl 3-oxobutyl(diethoxymethyl)phosphinate, b.p. 130°-5° (13.6 mbar).

Workup

  1. temperatureis warmed to 50° for 1 hour under an atmosphere of nitrogen
  2. extractionThe residue is extracted thrice with 50 ml of chloroform
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. customevaporated to dryness
  6. distillationThe residue is then distilled

Sources & evidence

ORD record
ord-96917a16bd474c66bf218726b37134d0
Source dataset
uspto-grants-1991_11
Patent number
US05064819

Reaction notes

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