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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975895Generated: November 2, 2026

Azobisisobutyronitrile → Ethyl maleimide t-butyl bicyclo[2,2,2]oct-5-ene-2-carboxylate 3-hydroxypropyl bicyclo[2,2,2]oct-5-ene-2-carboxylate

https://huagongshe.com/reaction/1975895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantEthyl maleimideHCID 14671028—
Reactantt-Butyl bicyclo[2,2,2]oct-5-ene-2-carboxylateHCID 18413667—
Reactant3-Hydroxypropyl bicyclo[2,2,2]oct-5-ene-2-carboxylateHCID 22987062—
SolventTetrahydrofuranHCID 8028—
ProductEthyl maleimide t-butyl bicyclo[2,2,2]oct-5-ene-2-carboxylate 3-hydroxypropyl bicyclo[2,2,2]oct-5-ene-2-carboxylateHCID 13172253175%

Reaction Steps

Ethyl maleimide (1 mol.), t-butyl bicyclo[2,2,2]oct-5-ene-2-carboxylate (0.5 mol.) and 3-hydroxypropyl bicyclo[2,2,2]oct-5-ene-2-carboxylate (0.5 mol) were dissolved in 50 g to 300 g of tetrahydrofuran (THF), 2 g to 15 g of 2,2′-azobisisobutyronitrile (AIBN) was added thereto, and the resulting solution was reacted at a temperature between 60° C. and 70° C. in a nitrogen atmosphere for 10 hours. After a high molecular weight was achieved by the reaction, the resultant product was precipitated in an ethyl ether or hexane solvent. The gathered precipitate was dried, and the desired poly(ethyl maleimide/t-butyl bicyclo[2,2,2]oct-5-ene-2-carboxylate/bicyclo[2,2,2]oct-5-ene-2-carboxylate) polymer was obtained at a yield of 75%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06225020B1
Source datasetuspto-grants-2001_05
ORD IDord-562ac457a4964c3aac994e6d27e8b4d6
Source noteuspto-grants-2001_05