N-vinyl-2-pyrrolidone → HCID 86755949, compound

HRID 368963

Reaction equation

HRID 368963 reaction equation
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH3:13])[CH3:12])(=[O:4])[CH:2]=[CH2:3].[CH:14]([N:16]1[CH2:20][CH2:19][CH2:18][C:17]1=[O:21])=[CH2:15].[C:22]([O:26][CH2:27][CH2:28][OH:29])(=[O:25])[CH:23]=[CH2:24].N(C(C)(CC)C#N)=NC(C)(CC)C#N>C(OCC)(=O)C.CO>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH3:13])[CH3:12])(=[O:4])[CH:2]=[CH2:3].[C:22]([O:26][CH2:27][CH2:28][OH:29])(=[O:25])[CH:23]=[CH2:24].[CH:14]([N:16]1[CH2:20][CH2:19][CH2:18][C:17]1=[O:21])=[CH2:15]

Participants

7

Reactant 4

HCID 6917N-vinyl-2-pyrrolidoneHCID 131652-Hydroxyethyl acrylateHCID 930792,2'-Azobis(2-methylbutyronitrile)HCID 165746Isooctyl acrylate

Product 1

HCID 86755949HCID 86755949, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
57 °C

Procedure

A flask equipped with an agitator, condenser, nitrogen inlet tube and an addition funnel was charged with isooctyl acrylate (155.75 g), N-vinyl-2-pyrrolidone (15.75 g) and hydroxyethyl acrylate (3.50 g) premixed in a mixture of ethyl acetate (249.38 g) and methanol (13.13 g). 2,2'-Azobis-(2-methyl-butyronitrile) (0.26 g, Wako™ V-59) was added to initiate reaction. The mixture was purged with nitrogen to remove oxygen. The mixture was agitated and heated to 57° C. and the reaction was run for about 24 hours at this temperature. After termination of the reaction additional ethyl acetate (178.13 g) and methanol (9.38 g) were added. The inherent viscosity was 1.27 dl/g.

Workup

  1. customA flask equipped with an agitator, condenser, nitrogen inlet tube and an addition funnel
  2. customreaction
  3. customThe mixture was purged with nitrogen
  4. customto remove oxygen
  5. additionAfter termination of the reaction additional ethyl acetate (178.13 g) and methanol (9.38 g) were added

Sources & evidence

ORD record
ord-be63899eadfc4337af3324fb6d4c1de3
Source dataset
uspto-grants-2000_10
Patent number
US06136807

Linked notes

Loading…