Ethyl 1-cyanocyclobutane-1-carboxylate → Ethyl 1-(aminomethyl)cyclobutanecarboxylate

HRID 2242384Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2242384
[CH2:1]([O:3][C:4]([C:6]1([C:10]#[N:11])[CH2:9][CH2:8][CH2:7]1)=[O:5])[CH3:2].[H][H]>C(O)C.[Ni].O>[CH2:1]([O:3][C:4]([C:6]1([CH2:10][NH2:11])[CH2:9][CH2:8][CH2:7]1)=[O:5])[CH3:2]

Komponenten

6

Edukt 2

HCID 275343Ethyl 1-cyanocyclobutane-1-carboxylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 45122079Ethyl 1-(aminomethyl)cyclobutanecarboxylateAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

1-Cyano-cyclobutanecarboxylic acid ethyl ester (2.00 g, 13.0 mmol) was dissolved in ethanol (30 ml) and treated with Raney Nickel (1 ml as a slurry in water) and hydrogen gas at 4 bar and heating at 40° C. for 18 h. The reaction mixture was filtered through Dicalite and washed through with ethanol (50 ml). The solvent was removed under reduced pressure to give 1-aminomethyl-cyclobutanecarboxylic acid ethyl ester as a yellow oil (1.47 g, 72%).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through Dicalite
  2. washwashed through with ethanol (50 ml)
  3. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a44dee56808f4538984451ebc3637586
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07671080B2

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