Azobisisobutyronitrile → Butyl Acrylate

HRID 1174424Notes

Reaction equation

HRID 1174424 reaction equation
CCOCCO[CH2:7][CH2:8][O:9][C:10]([CH:12]=[CH2:13])=[O:11].[CH3:14][C:15](N=NC(C#N)(C)C)(C#N)C>C1(C)C=CC=CC=1>[CH3:14][CH2:15][CH2:7][CH2:8][O:9][C:10]([CH:12]=[CH2:13])=[O:11]

Participants

4

Reactant 2

HCID 6547AzobisisobutyronitrileHCID 817662-(2-Ethoxyethoxy)ethyl acrylate

Product 1

HCID 8846Butyl Acrylate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

A solution of 39.2 g (0.208 mol) of di(ethylene glycol) ethyl ether acrylate and 916 mg (0.0056 mol) of AIBN in 100 ml of dry toluene is degassed by purging with argon for 3 hours. This solution was added to the above solution [Example 3a] by syringe. The mixture is stirred at 60° C. under argon for 48 hours. The solvent is removed by evaporation under vacuum. (viscous yellow oil; 1H NMR: total conversion ˜100%; GPC: not available due to incomplete solubility in THF).

Workup

  1. customby purging with argon for 3 hours
  2. additionThis solution was added to the above solution [Example 3a] by syringe
  3. customThe solvent is removed by evaporation under vacuum

Sources & evidence

ORD record
ord-ed4fcb3fa1954a9a9eba2b9ffb5d6d45
Source dataset
uspto-grants-2010_11
Patent number
US07837899B2

Reaction notes

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