Azobisisobutyronitrile → HCID 86666345, compound

HRID 335069Notes

Reaction equation

HRID 335069 reaction equation
[CH3:1][C:2]1[CH:30]=[C:29]([CH3:31])[CH:28]=[C:27]([CH3:32])[C:3]=1[C:4]([P:6]([CH2:19][C:20](=[CH2:26])[C:21]([O:23][CH2:24][CH3:25])=[O:22])([C:8](=[O:18])[C:9]1[C:14]([CH3:15])=[CH:13][C:12]([CH3:16])=[CH:11][C:10]=1[CH3:17])=[O:7])=[O:5].[CH2:33]=[CH:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.CC(N=NC(C#N)(C)C)(C#N)C>C1(C)C=CC=CC=1>[CH3:17][C:10]1[CH:11]=[C:12]([CH3:16])[CH:13]=[C:14]([CH3:15])[C:9]=1[C:8]([P:6]([CH2:19][C:20](=[CH2:26])[C:21]([O:23][CH2:24][CH3:25])=[O:22])([C:4](=[O:5])[C:3]1[C:27]([CH3:32])=[CH:28][C:29]([CH3:31])=[CH:30][C:2]=1[CH3:1])=[O:7])=[O:18].[CH2:33]=[CH:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 7501StyreneHCID 66883230HCID 66883230, compound

Product 1

HCID 86666345HCID 86666345, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
60 °C

Procedure

1.31 g (2.88 mmol, 1 eq.) (ethyl 2-([bis{2,4,6-trimethylbenzoyl}-phosphoryl]-methyl)acrylate (example 2) and 2.98 mL (2.7 g, 25.9 mmol, 9 eq.) styrene are dissolved in 1 ml toluene. 80 mg (2 wt %) AIBN are added to this solution and the solution is stirred at 60° C. for 60 hours. 5 mL Toluene are added to the yellow gel which is formed in order to dissolve the polymer. Subsequently, the polymer is precipitated by the addition of petroleum ether. This procedure is repeated two times and the polymer is filtrated off and washed with petroleum ether. The polymer is dried by vacuum to give 2.3 g of the (ethyl 2-([bis{2,4,6-trimethylbenzoyl}-phosphoryl]-methyl)acrylate/styrene copolymer. Conversion: 55.6%.

Workup

  1. customis formed in order
  2. dissolutionto dissolve the polymer
  3. customSubsequently, the polymer is precipitated by the addition of petroleum ether
  4. filtrationthe polymer is filtrated off
  5. washwashed with petroleum ether
  6. customThe polymer is dried by vacuum

Sources & evidence

ORD record
ord-4ab71cb8f29843b4a30b007e5644c7bb
Source dataset
uspto-grants-2014_11
Patent number
US08883872B2

Reaction notes

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