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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1463465Erstellt: 25. Oktober 2026

Tetrahydrofuran → 3-(4-Ethoxycarbonyloxycinnamoyl)amino-epsilon-caprolactam

https://huagongshe.com/reaction/1463465

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktTriethylamineHCID 8471—
EduktEthyl chloroformateHCID 10928—
Edukt3-(3-Hydroxy-4-methoxyphenyl)prop-2-enoic acidHCID 92126—
Edukt4-Aminoazepan-2-oneHCID 21584138—
Produkt3-(4-Ethoxycarbonyloxycinnamoyl)amino-epsilon-caprolactamHCID 53856471—

Reaktionsschritte

Ethyl chloroformate (22.2 ml) was added dropwise to a mixture of 3-hydroxy-4-methoxycinnamic acid (22.5 g), triethylamine (32.3 ml) and THF (400 ml) under ice-cooling and stirring, followed by stirring for 15 mins. Subsequently, to the mixture was added dropwise a solution of 3-amino-ε-caprolactam (14.9 g) in THF (200 ml), and then the whole was stirred for 1 hr. at room temperature. After completing the dropping, the reaction mixture was concentrated under reduced pressure, and the residue was dissolved in chloroform. This solution was washed with water, dried and distilled under reduced pressure to remove the solvent. The residue was washed with ethyl acetate, dried under reduced pressure to give the title compound (28 g). This compound was used in the following reaction without purification. m.p. 209°-210°.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05300639
Quelldatensatzuspto-grants-1994_04
ORD IDord-7aa84c2951954b5ba91866704b3fc3c7
Quellennotizuspto-grants-1994_04