Ethanol → N-vinyl pyrrolidone vinyl chloroacetate

HRID 1722988Notes

Reaction equation

HRID 1722988 reaction equation
[CH:1]([N:3]1[CH2:7][CH2:6][CH2:5][C:4]1=[O:8])=[CH2:2].[Cl:9][CH2:10][C:11]([O:13][CH:14]=[CH2:15])=[O:12].C(O)C.N(C(C)(C)C#N)=NC(C)(C)C#N>CC(C)=O>[CH:1]([N:3]1[CH2:7][CH2:6][CH2:5][C:4]1=[O:8])=[CH2:2].[Cl:9][CH2:10][C:11]([O:13][CH:14]=[CH2:15])=[O:12]

Participants

6

Reactant 4

HCID 702EthanolHCID 6547AzobisisobutyronitrileHCID 6917N-vinyl-2-pyrrolidoneHCID 82156Vinyl chloroacetate2×

Product 1

HCID 20314149N-vinyl pyrrolidone vinyl chloroacetate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

63.2 g of N-vinylpyrrolidone, 36.8 g of vinyl chloroacetate, 200 g of ethanol and 1 g of azobis-isobutyronitrile is placed in a reactor of 1000 ml capacity. The mixture is placed under a nitrogen blanket and is reflux-heated under constant stirring for 8 hours. The crude polymer solution is diluted in 200 g of acetone and precipitated in 5 l. of ethyl ether. After filtration and drying, a polymer is obtained which contains 37.5% of vinyl chloroacetate based on chlorine determination.

Workup

  1. temperatureis reflux-heated
  2. customprecipitated in 5 l
  3. filtrationAfter filtration
  4. customdrying
  5. customa polymer is obtained which

Sources & evidence

ORD record
ord-c3896181596948cdbf14abc62ff16055
Source dataset
uspto-grants-1989_08
Patent number
US04859460

Reaction notes

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