Acrylamide → Prop-2-enamide;styrene

HRID 1636451Notes

Reaction equation

HRID 1636451 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]([NH2:13])(=[O:12])[CH:10]=[CH2:11]>C(O)(C)C>[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]([NH2:13])(=[O:12])[CH:10]=[CH2:11]

Participants

4

Reactant 2

HCID 6579AcrylamideHCID 7501Styrene

Product 1

HCID 168235Prop-2-enamide;styrene

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
75 °C

Procedure

To a 500 mL round-bottom, three-neck flask fitted with a thermocouple, reflux condenser, and septum was added 150 mL of isopropanol followed by 16.13 g of a 50% aqueous solution of 2-trimethylammoniumethylacrylate chloride, 8.06 g of styrene, and 8.06 g of acrylamide. The solution was purged with nitrogen for 1 hour and 0.5 g AIBN was added. The mixture was purged for ~ 15 minutes until all of the AIBN dissolved. The solution was heated to 75° C. under nitrogen for 16 hours.

Workup

  1. customTo a 500 mL round-bottom, three-neck flask fitted with a thermocouple
  2. temperaturereflux condenser
  3. customThe solution was purged with nitrogen for 1 hour
  4. addition0.5 g AIBN was added
  5. customThe mixture was purged for ~ 15 minutes until all of the AIBN
  6. dissolutiondissolved

Sources & evidence

ORD record
ord-6542ff8394b840c39a70c5dd93dcd6a2
Source dataset
uspto-grants-2000_03
Patent number
US06034129

Reaction notes

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