Ethylenediamine → Ethyl 2-fluorocyclopropanecarboxylate

HRID 1956832

Reaktionsgleichung

Reaktionsgleichung von HRID 1956832
Cl[C:2]1([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:4][CH:3]1[F:5].NCCN>[Ni].C(O)C>[F:5][CH:3]1[CH2:4][CH:2]1[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Komponenten

5

Edukt 2

HCID 3301EthylenediamineHCID 15346054Ethyl 1-chloro-2-fluorocyclopropanecarboxylate

Produkt 1

HCID 10313150Ethyl 2-fluorocyclopropanecarboxylateAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

An internal glass tube was introduced into an autoclave and 0.5 g of ethyl 1-chloro-2-fluoro-1-cyclopropanecarboxylate (cis:trans=1.4:1), 0.5 ml of Raney nickel and 5 ml of ethanol were fed thereinto. Then 0.18 mg of 1,2-diaminoethane was further added and the mixture was stirred at room temperature under an elevated hydrogen gas atmosphere (10 kgf/cm2) for 48 hours. After the completion of the reaction, the catalyst was filtered off. Then the reaction mixture containing the title compound was analyzed by gas chromatography. As a result, it was found out that the reaction conversion rate was 95%, the yield was 81% and the cis:trans ratio was 0.3:1.

Aufarbeitung

  1. customAfter the completion of the reaction
  2. filtrationthe catalyst was filtered off
  3. additionThen the reaction mixture containing the title compound

Quellen und Nachweise

ORD-Eintrag
ord-5656af2acacb4db4b1e2b0c10c97e9a2
Quelldatensatz
uspto-grants-1998_07
Patentnummer
US05780669

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