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

HRID 1865229Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1865229
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-04df2f07ee314613a6ea6b4ed362a47c
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07626032B2

Notizen zur Reaktion

Wird geladen…