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

HRID 746856Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 746856
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), 2.61 (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-b37ab169e60f481cbd4994b16d08f32e
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07393957B2

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