Acrylamide → HCID 22754531, compound

HRID 1596102Notes

Reaction equation

HRID 1596102 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[CH2:6]([O:10][C:11](=[O:14])[CH:12]=[CH2:13])[CH2:7][CH2:8][CH3:9].[C:15]([NH2:19])(=[O:18])[CH:16]=[CH2:17]>O1CCOCC1>[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[CH2:6]([O:10][C:11](=[O:14])[CH:12]=[CH2:13])[CH2:7][CH2:8][CH3:9].[C:15]([NH2:19])(=[O:18])[CH:16]=[CH2:17]

Participants

5

Reactant 3

HCID 6579AcrylamideHCID 6581Acrylic AcidHCID 8846Butyl Acrylate

Product 1

HCID 22754531HCID 22754531, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

A solution was prepared of acrylic acid (10.0 g, 133 mmol), n-butylacrylate (4.0 g, 31.4 mmol) and acrylamide (4.0 g, 56.3 mmol) in dioxane (200 mL). After the solution was degassed with a rapid stream of nitrogen, AIBN (1.3 g) was added. The resulting solution was degassed for a further thirty minutes and was then heated to 70° C. for 17 h. As the reaction proceeded, the polymer precipitated as a white fibrous solid. The solution was cooled and the dioxane was decanted. The polymer was washed with ethyl acetate (600 mL), then with hexanes (300 mL) and dried in vacuo.

Workup

  1. customAfter the solution was degassed with a rapid stream of nitrogen, AIBN (1.3 g)
  2. additionwas added
  3. customThe resulting solution was degassed for a further thirty minutes
  4. customthe polymer precipitated as a white fibrous solid
  5. temperatureThe solution was cooled
  6. customthe dioxane was decanted
  7. washThe polymer was washed with ethyl acetate (600 mL)
  8. dry with materialwith hexanes (300 mL) and dried in vacuo

Sources & evidence

ORD record
ord-e3f744159059417e9a3ee28ee2e39afe
Source dataset
uspto-grants-2001_09
Patent number
US06290946B1

Reaction notes

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