(6-Bromo-5-methoxypyridin-2-yl)methanol → 6-Bromo-5-methoxypicolinaldehyde

HRID 922374

Reaktionsgleichung

Reaktionsgleichung von HRID 922374
[Br:1][C:2]1[N:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][C:3]=1[O:10][CH3:11]>ClCCl.O=[Mn]=O>[Br:1][C:2]1[N:7]=[C:6]([CH:8]=[O:9])[CH:5]=[CH:4][C:3]=1[O:10][CH3:11]

Komponenten

4

Edukt 1

HCID 16044667(6-Bromo-5-methoxypyridin-2-yl)methanol

Produkt 1

HCID 222683396-Bromo-5-methoxypicolinaldehydeAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (6-bromo-5-methoxypyridin-2-yl)methanol (2.30 g, 10 mmol) in dichloromethane (50 mL) was added MnO2 (8.0 g) at rt. The reaction mixture was stirred at rt for 24 h. After that time the reaction was cooled to rt, filtered to remove solids and concentrated under reduced pressure to give 6-bromo-5-methoxypicolinaldehyde (1.35 g, 63%) as an off-white solid: 1H NMR (400 MHz, CDCl3): δ 9.94 (s, 1H), 7.96 (d, J=8.4 Hz, 1H), 7.27 (d, J=8.0 Hz, 1H), 4.03 (s, 3H).

Aufarbeitung

  1. temperatureAfter that time the reaction was cooled to rt
  2. filtrationfiltered
  3. customto remove solids
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a1ca2495e75946f0876c0ed96644e55b
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09278940B2

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