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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 723782Generated: October 31, 2026

Norborna-diene → HCID 69365298, compound

https://huagongshe.com/reaction/723782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNorborna-dieneHCID 18006658—
ReactantHCID 86590238HCID 86590238—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 69365298HCID 6936529859.4%

Reaction Steps

(5R)-3-(4-t-Butylphenyl)-5-azidomethyloxazolidin-2-one (400 mg, 1.46 mM) was dissolved in dioxane (8 ml), treated with norbornadiene (1.3 g, 14.1 mM) and heated under reflux for 6 hours. After removal of the solvent, the residue was dissolved ethyl acetate, and purified by flash chromatography on silica, eluting with the same solvent. Relevant fractions were combined to give the desired product (260 mg, mp 140–142°). MS (EI): 300 (M+) for C16H20N4O2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07141583B2
Source datasetuspto-grants-2006_11
ORD IDord-ea0b422c0a5641619c3732d51f223088
Source noteuspto-grants-2006_11