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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840999Generated: November 3, 2026

Cyclopentadiene → Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl ester

https://huagongshe.com/reaction/840999

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentadieneHCID 7612—
ReactantTetrahydrofuranHCID 8028—
Reactanttert-Butyl acrylateHCID 15458—
ProductBicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl esterHCID 1560733490.7%

Reaction Steps

In a reactor, cyclopentadiene (66 g) and tetrahydrofuran solvent (500 g) were charged, and the mixture was stirred homogeneously. To the reaction mixture, tert-butyl acrylate (128 g) was added, and the resultant mixture was stirred at a temperature between −30° C. and 60° C. for about 10 hours to carry out the reaction. When the reaction was completed, the solvent was removed by using a rotary evaporator, and the residue was distilled under reduced pressure to obtain 176 g (yield: 90%) of tert-butyl 5-norbornene-2-carboxylate represented by chemical formula VIIa.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06369181B1
Source datasetuspto-grants-2002_04
ORD IDord-7a2dc99243d645668ef537450e4421a2
Source noteuspto-grants-2002_04