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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1276018Generated: October 31, 2026

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

https://huagongshe.com/reaction/1276018

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 1560733477.3%

Reaction Steps

Cyclopentadiene (66 g) and 154 g of t-butyl acrylate were dissolved in 500 g of THF solvent. After the reaction at 30° C. for 24 hours, the solvent and excess t-butyl acrylate were removed in rotary evaporator. The residue was distilled under reduced pressure to obtain 150 g of t-butyl 5-norbornene- 2-carboxylate as a mixture of endo and exo (yield: 68%). NMR spectral data of the resulting compound (19) is shown in FIG. 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06165672
Source datasetuspto-grants-2000_12
ORD IDord-40893967f10943a891d702999a527b09
Source noteuspto-grants-2000_12