Reaktion #7240

ord-9b276c372b2c47e7b5b6464e07e242b6

Reaktionsgleichung

Cc1cccnc1CO
2-(hydroxymethyl)-3-methylpyridine
Cc1cccnc1C=O
3-methylpyridine-2-carboxaldehyde
Ausbeute 64.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationthen filtered through celite
  2. 2
    EinengenThe filtrate was concentrated

Vorschrift

To a stirred solution of 2-(hydroxymethyl)-3-methylpyridine (1.08 g, 8.77 mmol) in dry CH2Cl2 (45 mL) at room temperature was added MnO2 (8.09 g, 79.1 mmol). The mixture was stirred for 21 hrs then filtered through celite. The filtrate was concentrated to give 0.68 g (64%) of 3-methylpyridine-2-carboxaldehyde. 1H NMR (CDCl3) □ 2.66 (s, 3H), 7.39 (dd, 1H, J=8.3, 4.3 Hz), 7.63 (d, 1H, J=7.9 Hz), 8.66 (d, 1H, J=3.3 Hz), 10.19 (s, 1H). This was used without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07084155B2uspto-grants-2006_08