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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 345289Erstellt: 25. Oktober 2026

Water → 4-Ethyl-1-(3-pyridyl)-2,6,7-trioxabicyclo[2.2.2]octane

https://huagongshe.com/reaction/345289

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktBoron trifluoride etherateHCID 8000—
EduktTriethylamineHCID 8471—
Edukt(3-Ethyloxetan-3-yl)methyl 3-pyridinecarboxylateHCID 19992002—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-Ethyl-1-(3-pyridyl)-2,6,7-trioxabicyclo[2.2.2]octaneHCID 19992020—

Reaktionsschritte

Boron trifluoride etherate (1.50 ml.) was added to a stirred solution of (3-ethyl-oxetan-3-yl)methyl 3pyridinecarboxylate) (1.10 gm.) in dry dichloromethane at -70°, under a current of dry nitrogen. The stirred mixture was allowed to warm up to room temperature over a period of six hours. Triethylamine (5 ml) was added and the mixture was poured into water. The aqueous mixture was extracted with dichloromethane. The extracts were washed with water, dried over anhydrous magnesium sulphate and the solvent was removed in vacuo. The residue was purified by chromatography on alumina (Alumina Woelm TSC) eluting with 1:1 dichloromethane:hexane, saturated with ammonia. 4-Ethyl-1-(3-pyridyl)-2,6,7-trioxabicyclo[2.2.2]octane was obtained as colourless crystals (Mpt. 58°-60°, from ether, hexane).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05057504
Quelldatensatzuspto-grants-1991_10
ORD IDord-36bfde4ec6e8429e9209b303a9086810
Quellennotizuspto-grants-1991_10