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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626527Generated: October 30, 2026

7-Oxabicyclo[2.2.1]hept-5-ene-2-carbonitrile → 7-oxabicyclo[2.2.1]heptane-2-carbonitrile

https://huagongshe.com/reaction/626527

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-Oxabicyclo[2.2.1]hept-5-ene-2-carbonitrileHCID 12221007—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product7-oxabicyclo[2.2.1]heptane-2-carbonitrileHCID 12282088100.5%

Reaction Steps

The exo/endo-mixture of 7-oxabicyclo[2.2.1]hept-5-ene-2-carbonitrile (4.70 g, 38.8 mmol) in EtOAc (30 mL) was dissolved in EtOAc (30 mL), treated with 10% Pd/C (0.300 g, 0.282 mmol) and hydrogenated (20 psi) for 2 h. The solids were removed via filtration, washed with EtOAc and the filtrate concentrated in vacuo to afford an exo/endo-mixture of 7-oxabicyclo[2.2.1]heptane-2-carbonitrile (4.80 g, 100%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309224B2
Source datasetuspto-grants-2016_04
ORD IDord-2324b1575e0e456cbd081320d37e941d
Source noteuspto-grants-2016_04