1-Carbethoxy-4-dimethylamino-3-methylpiperidine → N,N,3-trimethylpiperidin-4-amine

HRID 1063288Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1063288
C([N:6]1[CH2:11][CH2:10][CH:9]([N:12]([CH3:14])[CH3:13])[CH:8]([CH3:15])[CH2:7]1)(OCC)=O>[OH-].[Na+]>[CH3:13][N:12]([CH3:14])[CH:9]1[CH2:10][CH2:11][NH:6][CH2:7][CH:8]1[CH3:15]

Komponenten

3

Edukt 1

HCID 222788651-Carbethoxy-4-dimethylamino-3-methylpiperidine

Produkt 1

HCID 21973743N,N,3-trimethylpiperidin-4-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

1-Carbethoxy-4-dimethylamino-3-methylpiperidine (3.5 g, 16.3 mmol) was suspended in 5 M NaOH solution (20 ml), stirred at 110° C. for 48 hr, cooled, extracted with ethyl acetate, dried (Na2SO4) and concentrated to dryness to afford 4-dimethylamino-3-methylpiperidine. Yield 1.0 g (43%), C8H18N2, m/z 143 (M+1), PMR (CDCl3): 0.96 (dd, 3H), 1.3 (m, 1H), 1.5 (m, 1H), 1.74 (m, 1H), 2.08 (m, 1H), 2.24 (s, 6H), 2.38 (m, 1H), 2.16 (bs, 1H, D2O exchangeable), 2.86 (m, 1H), 3.16 (m, 1H), 3.68 (m, 1H).

Aufarbeitung

  1. temperaturecooled
  2. extractionextracted with ethyl acetate
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-b4b4135d906644b68dd591ba0c4176f4
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06964966B2

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