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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1062505Erstellt: 26. Oktober 2026

Ammonium Chloride → 3-(1,3-Dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propanol

https://huagongshe.com/reaction/1062505

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
EduktBicyclo(2.2.1)hept-5-ene-2-carboxaldehydeHCID 95117—
Edukt1,3-Dioxane, 2-(2-bromoethyl)-HCID 520656—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(1,3-Dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propanolHCID 2228103795,2%

Reaktionsschritte

A Grignard reagent was customarily prepared from 36.2 g of 2-(2-bromoethyl)-1,3-dioxane in 200 ml of dry tetrahydrofuran. Then 19.5 g of 5-norbornene-2-carbaldehyde was added dropwise over 30 minutes to the Grignard reagent at 20° C. Stirring was continued for 30 minutes whereupon the reaction solution was added to a saturated aqueous solution of ammonium chloride to stop reaction. After diethyl ether 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. It was further purified by vacuum distillation, obtaining 36.2 g of 3-(1,3-dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propanol (boiling point 125° C./27 Pa, yield 95%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06962767B2
Quelldatensatzuspto-grants-2005_11
ORD IDord-e7fe697a4e0843d8b71845dc07f388b6
Quellennotizuspto-grants-2005_11