Acetate → HCID 86756139, compound

HRID 1276026Notes

Reaction equation

HRID 1276026 reaction equation
[C:1]([O-:4])(=[O:3])[CH3:2].[CH:5]12[CH2:11][CH:8]([CH:9]=[CH:10]1)[CH2:7][CH:6]2[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13].C([C:21]12[CH2:27][CH:24]([CH:25]=[CH:26]1)[CH2:23][CH:22]2[C:28]([O:30]O)=[O:29])C.[CH:32]12[CH2:38][CH:35]([CH:36]=[CH:37]1)[CH2:34][CH:33]2[C:39]([OH:41])=[O:40].CC(N=NC(C#N)(C)C)(C#N)C>C1COCC1>[C:1]([O-:4])(=[O:3])[CH3:2].[CH:5]12[CH2:11][CH:8]([CH:9]=[CH:10]1)[CH2:7][CH:6]2[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13].[CH:21]12[CH2:27][CH:24]([CH:25]=[CH:26]1)[CH2:23][CH:22]2[C:28]([O:30][CH2:33][CH2:39][OH:40])=[O:29].[CH:32]12[CH2:38][CH:35]([CH:36]=[CH:37]1)[CH2:34][CH:33]2[C:39]([OH:41])=[O:40]

Participants

7

Reactant 5

HCID 175AcetateHCID 6547AzobisisobutyronitrileHCID 789495-Norbornene-2-carboxylic acidHCID 15607334Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl esterHCID 86756137HCID 86756137, compound

Product 1

HCID 86756139HCID 86756139, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Maleimidethyl acetate (5) (0.5 to 1 mol), 0.1 to 1 mol of t-butyl 5-norbornene-2-carboxylate (19), 0.05 to 1 mol of 2-hydroxy ethyl-5-norbornene-2- carboxylate (21), and 0.1 to 0.3 mol of 5-norbornene-2-carboxylic acid (20) were dissolved in 200 to 270 g of THF to which was added 0.5 to 20 g of AIBN as a polymerization initiator. The reaction mixture was allowed to react at 60° C. to 75° C. for 4 to 24 hours under a nitrogen atmosphere. The resulting crude resin was precipitated with ethyl ether and dried to obtain poly[2-maleimidethyl acetate/t-butyl 5-norbornene-2-carboxylate/ 2-hydroxyethyl 5-norbornene-2-carboxylate/5-norbornene-2-carboxylic acid] copolymer resin.

Workup

  1. customto react at 60° C. to 75° C. for 4 to 24 hours under a nitrogen atmosphere
  2. customThe resulting crude resin was precipitated with ethyl ether
  3. customdried

Sources & evidence

ORD record
ord-6a7019811f0e4dbb8dded531c8e0882d
Source dataset
uspto-grants-2000_12
Patent number
US06165672

Reaction notes

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