4-(Aminomethyl)piperidine → 4-[2,4-Dimethyl-1,5-di-(3,3-dimethylnorborn-2-yl)-3-pentylaminomethyl]piperidine

HRID 258785

Reaktionsgleichung

Reaktionsgleichung von HRID 258785
[CH3:1][CH:2]([C:13](=O)[CH:14]([CH3:25])[CH2:15]C1C(C)(C)C2CC1CC2)[CH2:3][CH:4]1[C:9]([CH3:11])([CH3:10])[CH:8]2[CH2:12][CH:5]1[CH2:6][CH2:7]2.[NH2:27][CH2:28][CH:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1.[H][H]>O=[Pt]=O.C(O)C>[CH3:25][CH:14]([CH:13]([NH:27][CH:28]([CH:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1)[CH:4]1[C:9]([CH3:11])([CH3:10])[CH:8]2[CH2:12][CH:5]1[CH2:6][CH2:7]2)[CH:2]([CH3:1])[CH2:3][CH:4]1[C:9]([CH3:11])([CH3:10])[CH:8]2[CH2:12][CH:5]1[CH2:6][CH2:7]2)[CH3:15]

Komponenten

6

Edukt 3

HCID 235274-(Aminomethyl)piperidineHCID 214257072,4-Dimethyl-1,5-di-(3,3-dimethylnorborn-2-yl)-3-pentanoneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 681236934-[2,4-Dimethyl-1,5-di-(3,3-dimethylnorborn-2-yl)-3-pentylaminomethyl]piperidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2,4-dimethyl-1,5-di-(3,3-dimethylnorborn-2-yl)-3-pentanone (g., 0.1 mole) and 4-aminomethylpiperidine (34.2 g., 0.3 mole) ml. ethanol is hydrogenated with PtO2 at room temperature and 40 psi hydrogen pressure. The 2.5 g. platinum catalyst is filtered off and the ethanol removed under reduced pressure. The residual oil is dissolved in ether and the ether solution washed several times with water to remove the excess 4-aminomethylpiperidine. The ether extracts are dried over anhydrous sodium sulfate and concentrated under vacuum to leave 4-[2,4-dimethyl-1,5-di-(3,3-dimethylnorborn-2-yl)-3-pentylaminomethyl]piperidine.

Aufarbeitung

  1. filtrationplatinum catalyst is filtered off
  2. customthe ethanol removed under reduced pressure
  3. dissolutionThe residual oil is dissolved in ether
  4. washthe ether solution washed several times with water
  5. customto remove the excess 4-aminomethylpiperidine
  6. dry with materialThe ether extracts are dried over anhydrous sodium sulfate
  7. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ecd5d6c851ed49639d779e2f14a35b3b
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04033748

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