Acrylamide → n-Decylacrylate Acrylamide

HRID 1018399

Reaction equation

HRID 1018399 reaction equation
[Cl-].C[N+](C)(C)CCOC(=O)C=C.[CH2:13]([O:23][C:24](=[O:27])[CH:25]=[CH2:26])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[C:28]([NH2:32])(=[O:31])[CH:29]=[CH2:30]>C(O)(C)C>[CH2:13]([O:23][C:24](=[O:27])[CH:25]=[CH2:26])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[C:28]([NH2:32])(=[O:31])[CH:29]=[CH2:30]

Participants

5

Reactant 3

HCID 6579AcrylamideHCID 16541Decyl acrylateHCID 162071Ethanaminium, N,N,N-trimethyl-2-[(1-oxo-2-propen-1-yl)oxy]-, chloride (1:1)

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-trimethylammonioethylacrylate 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-e485583c4a5f4ab78b7051e1895403a5
Source dataset
uspto-grants-2002_11
Patent number
US06482402B1

Linked notes

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