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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1632925Erstellt: 27. Oktober 2026

1,2-Dibromoethane → Ethyl 1-[(E)-benzylideneamino]cyclopropane-1-carboxylate

https://huagongshe.com/reaction/1632925

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DibromoethaneHCID 7839—
EduktSodium hydrideHCID 24758—
EduktEthyl 2-(benzylideneamino)acetateHCID 357745—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelDiethyl EtherHCID 3283—
ProduktEthyl 1-[(E)-benzylideneamino]cyclopropane-1-carboxylateHCID 1278366470,4%

Reaktionsschritte

25.2 g (1.05 moles) of sodium hydride are added a little at a time under nitrogen to 100 g (0.523 mole) of N-benzylideneglycine ethyl ester and 45.1 ml (0.523 mole) of 1,2-dibromoethane in 500 ml of dry diethyl ether and 170 ml of dry dimethylsulfoxide, so that the well-stirred mixture remains at from 20° to 30° C. The mixture is stirred at room temperature overnight and filtered, and 1 l of water is added to the filtrate. The ethereal phase is separated off, washed with twice 200 ml of water, dried over sodium sulfate and evaporated under reduced pressure to give 80 g (70%) of ethyl N-benzylidene-1-aminocyclopropanecarboxylate as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04478758
Quelldatensatzuspto-grants-1984_10
ORD IDord-2876887b8d1049129f853793ab3dd93c
Quellennotizuspto-grants-1984_10