Azobisisobutyronitrile → HCID 86619237, compound

HRID 1010509Notes

Reaction equation

HRID 1010509 reaction equation
[C:1]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])(=[O:4])[CH:2]=[CH2:3].[C:10]1(=[O:16])[O:15][C:13](=[O:14])[CH:12]=[CH:11]1.[CH:17]12[CH2:23][CH:20]([CH:21]=[CH:22]1)[CH2:19][CH:18]2[C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25].[CH:31]12[CH2:37][CH:34]([CH:35]=[CH:36]1)[CH2:33][CH:32]2[C:38]([O:40][CH2:41][CH2:42][OH:43])=[O:39].N(C(C)(C)C#N)=NC(C)(C)C#N.C(OC(C)COC)(=O)C>>[C:1]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])(=[O:4])[CH:2]=[CH2:3].[C:13]1(=[O:14])[O:15][C:10](=[O:16])[CH:11]=[CH:12]1.[CH:17]12[CH2:23][CH:20]([CH:21]=[CH:22]1)[CH2:19][CH:18]2[C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25].[CH:31]12[CH2:37][CH:34]([CH:35]=[CH:36]1)[CH2:33][CH:32]2[C:38]([O:40][CH2:41][CH2:42][OH:43])=[O:39]

Participants

7

Reactant 6

HCID 6547AzobisisobutyronitrileHCID 7923Maleic AnhydrideHCID 7946Propylene glycol methyl ether acetateHCID 15458tert-Butyl acrylateHCID 120338232-Hydroxyethyl bicyclo[2.2.1]hept-5-ene-2-carboxylateHCID 15607334Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl ester

Product 1

HCID 86619237HCID 86619237, compoundYield 48%

Procedure

T-butyl acrylate (30 g), maleic anhydride (10 g), t-butyl 5-norbornene-2-carboxylate (12.05 g) and 2-hydroxyethyl 5-norbornene-2-carboxylate (7.47 g) were mixed with azobisisobutyronitrile (AIBN) (1.2 g) as a polymerization initiator and propyleneglycol methyl ether acetate (PGMEA) (157 g) as a polymerization solvent. The resulting mixture was reacted at approximately 67° C. for approximately 12 hours, and precipitated in normal hexane and dehydrated to obtain an organic polymer compound with yield of approximately 48% (see FIG. 2).

Workup

  1. customThe resulting mixture was reacted at approximately 67° C. for approximately 12 hours
  2. customprecipitated in normal hexane
  3. customto obtain an organic polymer compound with yield of approximately 48% (see FIG. 2)

Sources & evidence

ORD record
ord-611bfc5fb9404afaa64ed355008a2df6
Source dataset
uspto-grants-2011_07
Patent number
US07977035B2

Reaction notes

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