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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1058155Generated: October 31, 2026

Ammonium Chloride → HCID 69733599, compound

https://huagongshe.com/reaction/1058155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant3,3-Diethoxy-1-propeneHCID 62477—
Reactant5-(bromomethyl)bicyclo[2.2.1]hept-2-eneHCID 2776062—
Catalystcopper(I) bromideHCID 24593—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69733599HCID 69733599—

Reaction Steps

A Grignard reagent was customarily prepared from 200 g of 5-bromomethyl-2-norbornene in 500 ml of dry tetrahydrofuran. The Grignard reagent was added dropwise over one hour to a mixture of 130 g of 3,3-diethoxy-1-propene, 1.0 g of copper (I) bromide and 300 ml of dry tetrahydrofuran at 20° C. Stirring was continued for 20 hours whereupon the reaction solution was added to a saturated aqueous solution of ammonium chloride to stop reaction. After hexane extraction, the organic layer was successively washed with water, saturated sodium bicarbonate water and saturated sodium chloride water, dried over anhydrous sodium sulfate, and concentrated in vacuum, yielding 5-(4-ethoxy-3-buten-1-yl)-2-norbornene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06515149B2
Source datasetuspto-grants-2003_02
ORD IDord-50c01b4ea6974fe38f8b9f8c8573affd
Source noteuspto-grants-2003_02