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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2228363Generated: October 25, 2026

Maleic Anhydride → 2-Hydroxyethyl oxabicyclo[2,2,1]hept-5-ene-2-carboxylate t-butyl 5-norbornene-2-carboxylate 5-norbornene-2-carboxylic acid maleic anhydride

https://huagongshe.com/reaction/2228363

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMaleic AnhydrideHCID 7923—
Reactant5-Norbornene-2-carboxylic acidHCID 78949—
ReactantBicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl esterHCID 15607334—
Reactant2-Hydroxyethyl oxabicyclo[2,2,1]hept-5-ene-2-carboxylateHCID 70179192—
SolventTetrahydrofuranHCID 8028—
Product2-Hydroxyethyl oxabicyclo[2,2,1]hept-5-ene-2-carboxylate t-butyl 5-norbornene-2-carboxylate 5-norbornene-2-carboxylic acid maleic anhydrideHCID 86758318290.9%

Reaction Steps

2-hydroxyethyl oxabicyclo[2,2,1]hept-5-ene-2-carboxylate (0.1 mol), t-butyl 5-norbornene-2-carboxylate (0.85 mol), 5-norbornene-2-carboxylic acid (0.05 mol) and maleic anhydride (1 mol) were dissolved in tetrahydrofuran solvent (200 g). Thereto, 2,2-azobisisobutyonitrile (5.84 g) was added, and the solution was mixed. The solution was polymerized at a temperature of 67° C. in a nitrogen atmosphere for 10 hours. After the polymerization reaction was completed, the polymer was precipitated in an ethyl ether solvent, then was dried in a vacuum to obtain the pure title polymer (89.4 g) having a molecular weight of approximately 6700. (yield: 31%, purity: 99.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06416926B1
Source datasetuspto-grants-2002_07
ORD IDord-10d70a71be034078aeebb35725043f86
Source noteuspto-grants-2002_07