HCID 66993584, Verbindung → HCID 59678331, Verbindung

HRID 251609Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 251609
[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-614f9e78ea074beeadb907e9542bade2
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863454B2

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