Acrylamide → n-Decylacrylate Acrylamide

HRID 1357848Notes

Reaction equation

HRID 1357848 reaction equation
[CH2:1]([O:11][C:12](=[O:15])[CH:13]=[CH2:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[C:16]([NH2:20])(=[O:19])[CH:17]=[CH2:18]>C(O)(C)C>[CH2:1]([O:11][C:12](=[O:15])[CH:13]=[CH2:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[C:16]([NH2:20])(=[O:19])[CH:17]=[CH2:18]

Participants

4

Reactant 2

HCID 6579AcrylamideHCID 16541Decyl acrylate

Product 1

HCID 86584090n-Decylacrylate Acrylamide

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 n-decylacrylate, 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-e2bae1079aef45e3a3fa7d8ae16289e3
Source dataset
uspto-grants-2003_07
Patent number
US06593366B2

Reaction notes

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