Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2230770Erstellt: 25. Oktober 2026

Triethylamine → 2-(Morpholin-4-yl)ethyl 5-norbornene-2-carboxylate

https://huagongshe.com/reaction/2230770

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktThionyl ChlorideHCID 24386—
Edukt2-MorpholinoethanolHCID 61163—
Edukt5-Norbornene-2-carboxylic acidHCID 78949—
Produkt2-(Morpholin-4-yl)ethyl 5-norbornene-2-carboxylateHCID 1846327775%

Reaktionsschritte

Cyclopentadiene, which was obtained by thermolysis of dicyclopentadiene, was dissolved in a conventional organic solvent, and the solution was cooled to about −30° C. About 1 equiv. of cooled acryl acid was slowly added to the solution. The reaction mixture was stirred for about 10 hours, after which the reaction mixture was allowed to reach room temperature and stirred for additional 10 hours. The solvent was removed using a rotary evaporator, and 5-norbornene-2-carboxylic acid was obtained by vacuum distillation. About 1 mole of 5-norbornene-2-carboxylic acid and about 1 mole of thionyl chloride were slowly combined and agitated in a bath. The remaining or unreacted thionyl chloride was removed and about 1 mole of triethylamine and 4-(2-hydroxyethyl)morpholine were added to the mixture. The reaction mixture was extracted with ethyl acetate. And the organic layer was separated, dried over anhydrous MgSO4, and concentrated to provide the title compound represented by formula 1a in 75% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06426171B1
Quelldatensatzuspto-grants-2002_07
ORD IDord-9185b8156ab045b79e0345a1b34b3f05
Quellennotizuspto-grants-2002_07