Acrylamide → t-Butylacrylate Acrylamide

HRID 1937653Notes

Reaction equation

HRID 1937653 reaction equation
[C:1]([O:5][C:6](=[O:9])[CH:7]=[CH2:8])([CH3:4])([CH3:3])[CH3:2].[C:10]([NH2:14])(=[O:13])[CH:11]=[CH2:12]>C(O)(C)C>[C:1]([O:5][C:6](=[O:9])[CH:7]=[CH2:8])([CH3:4])([CH3:3])[CH3:2].[C:10]([NH2:14])(=[O:13])[CH:11]=[CH2:12]

Participants

4

Reactant 2

HCID 6579AcrylamideHCID 15458tert-Butyl acrylate

Product 1

HCID 86584091t-Butylacrylate 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 t-butylacrylate, and 8.06 g of acrylarnide. 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-941bf5340a6a4b8692547611eed49250
Source dataset
uspto-grants-2002_05
Patent number
US06395777B2

Reaction notes

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