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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1276023Generated: October 26, 2026

5-Norbornene-2-carboxylic acid → 2-Maleimidylethanol t-butyl 5-norbornene-2-carboxylate 2-hydroxyethyl-5-norbornene-2-carboxylate 5-norbornene-2-carboxylic acid

https://huagongshe.com/reaction/1276023

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Norbornene-2-carboxylic acidHCID 78949—
ReactantN-(2-Hydroxyethyl)maleimideHCID 458487—
Reactant2-Hydroxyethyl bicyclo[2.2.1]hept-5-ene-2-carboxylateHCID 12033823—
ReactantBicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl esterHCID 15607334—
SolventTetrahydrofuranHCID 8028—
Product2-Maleimidylethanol t-butyl 5-norbornene-2-carboxylate 2-hydroxyethyl-5-norbornene-2-carboxylate 5-norbornene-2-carboxylic acidHCID 86756135—

Reaction Steps

2-Maleimidylethanol (12) (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-hydroxyethyl 5-norbornene-2-carboxylate (21), and 0.01 to 0.3 mol of 5-norbornene-2-carboxylic acid (20) were dissolved in 150 to 250 g of THF solvent to which was added 0.5 to 20 g of AIEN as a polymerization initiator. The reaction mixture was allowed to react at 60° C. to 75° C. for 4 to 24 hours under an argon atmosphere. The resulting crude resin was precipitated with ethyl ether and dried to obtain poly[2-maleimidylethanol/t-butyl 5-norbornene-2-carboxylate/2-hydroxyethyl-5-norbornene-2-carboxylate/5-norbornene-2-carboxylic acid] copolymer resin.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06165672
Source datasetuspto-grants-2000_12
ORD IDord-e3eb390cad094b8da4196b8d74847e25
Source noteuspto-grants-2000_12