1-(2-Chloro-4-nitrobenzyl)piperidine → 3-Chloro-4-piperidin-1-ylmethylphenylamine

HRID 735053Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 735053
[Cl:1][C:2]1[CH:14]=[C:13]([N+:15]([O-])=O)[CH:12]=[CH:11][C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[H][H]>[Ni].C1COCC1>[Cl:1][C:2]1[CH:14]=[C:13]([NH2:15])[CH:12]=[CH:11][C:3]=1[CH2:4][N:5]1[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]1

Komponenten

5

Edukt 2

HCID 688193431-(2-Chloro-4-nitrobenzyl)piperidineHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 287218333-Chloro-4-piperidin-1-ylmethylphenylamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

0.4 g of Raney nickel is added to a solution of 2.37 g (9.31 mmol) of 1-(2-chloro-4-nitrobenzyl)piperidine in 100 mL of THF and hydrogenated at ambient temperature and 3 bar hydrogen. After hydrogen uptake has ended, the catalyst is filtered off and the filtrate is evaporated down. Yield: 1.88 g (90% of theory); C12H17ClN2 (M=224.73); calc.: molecular ion peak (M+H)+: 255/7 (Cl); found: molecular ion peak (M+H)+: 255/7 (Cl); Rf value: 0.20 (silica gel, dichloromethane/methanol (90:10)).

Aufarbeitung

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated down

Quellen und Nachweise

ORD-Eintrag
ord-c7bacbc0b4ec480bb59e61d8ec661ebe
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592373B2

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