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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 892620Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/892620

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05118806
Quelldatensatzuspto-grants-1992_06
ORD IDord-2f7299906dbe4a1e92167c16c3c5d7ce
Quellennotizuspto-grants-1992_06