1-(3,4-Dichlorobenzyl)-4-(2-nitrocyclohexyl)piperazine → 1-(3,4-Dichlorobenzyl)-4-(2-aminocyclohexyl)piperazine

HRID 430680

Reaktionsgleichung

Reaktionsgleichung von HRID 430680
[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][C:23]=1[Cl:24])[CH2:5][N:6]1[CH2:11][CH2:10][N:9]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]2[N+:18]([O-])=O)[CH2:8][CH2:7]1>C(O)(=O)C.[Pt](=O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][C:23]=1[Cl:24])[CH2:5][N:6]1[CH2:7][CH2:8][N:9]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]2[NH2:18])[CH2:10][CH2:11]1

Komponenten

4

Edukt 1

HCID 222577511-(3,4-Dichlorobenzyl)-4-(2-nitrocyclohexyl)piperazine

Produkt 1

HCID 222577361-(3,4-Dichlorobenzyl)-4-(2-aminocyclohexyl)piperazineAusbeute 69,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Platinum (IV) oxide (15 mg, 0.07 mmol) was added to a solution of 1-(3,4-dichlorobenzyl)-4-(2-nitrocyclohexyl)piperazine (187 mg, 0.50 mmol) in glacial acetic acid (5 ml). The reaction mixture was stirred under hydrogen atmosphere at room temperature for 16 h. The reaction mixture was then filtered through a pad of celite. The filtrate was made basic with a 15% sodium hydroxide solution and the product was extracted into ethyl acetate. The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo to provide 1-(3,4-dichlorobenzyl)-4-(2-aminocyclohexyl)-piperazine (119 mg) as an oil.

Aufarbeitung

  1. filtrationThe reaction mixture was then filtered through a pad of celite
  2. extractionthe product was extracted into ethyl acetate
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-bf195f8d8c7042a085497658d15b11d9
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06323223B1

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