HCID 66993584, Verbindung → HCID 59678331, Verbindung

HRID 1392640Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1392640
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[CH:16]=[C:15]([O:17][CH3:18])[C:14]([C:19]([CH2:23][CH2:24][CH3:25])=[CH:20][CH2:21][CH3:22])=[CH:13][N:12]=1)[CH3:2]>CO.[Pd]>[CH2:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([CH2:1][CH3:2])[C:4]=1[C:11]1[CH:16]=[C:15]([O:17][CH3:18])[C:14]([CH:19]([CH2:20][CH2:21][CH3:22])[CH2:23][CH2:24][CH3:25])=[CH:13][N:12]=1)[CH3:10]

Komponenten

4

Edukt 1

HCID 66993584HCID 66993584, Verbindung

Produkt 1

HCID 59678331HCID 59678331, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 2-(2,6-diethyl-phenyl)-4-methoxy-5-(1-propyl-but-1-enyl)-pyridine (20 mg) and 10% Pd/C (20 mg) in MeOH (1 mL) is hydrogenated at 50 psi overnight. The mixture is filtered through celite and washed with MeOH. The filtrate is concentrated to give 2-(2,6-diethyl-phenyl)-4-methoxy-5-(1-propyl-butyl)-pyridine. 1H NMR (CDCl3) 8.29 (s, 1H), 7.26 (d, 1H), 7.13 (d, 2H), 6.71 (s, 1H), 3.81 (s, 3H), 3.00 (m, 1H), 2.37 (m, 4H), 1.65 (m, 4H), 1.23 (m, 4H), 1.07 (t, 6H), 0.86 (t, 6H).

Aufarbeitung

  1. customis hydrogenated at 50 psi overnight
  2. filtrationThe mixture is filtered through celite
  3. washwashed with MeOH
  4. concentrationThe filtrate is concentrated

Quellen und Nachweise

ORD-Eintrag
ord-5f2187b660894f848df3f4155ca141b2
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07342115B2

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