[5-(3-Fluoro-benzyloxy)-pyridin-2-yl]-methanol → 5-(3-Fluoro-benzyloxy)-pyridine-2-carbaldehyde

HRID 433213Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 433213
[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][OH:14])=[N:11][CH:12]=1>O=[Mn]=O.C(Cl)(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH:13]=[O:14])=[N:11][CH:12]=1

Komponenten

4

Edukt 1

HCID 11148991[5-(3-Fluoro-benzyloxy)-pyridin-2-yl]-methanol

Produkt 1

HCID 111722915-(3-Fluoro-benzyloxy)-pyridine-2-carbaldehydeAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A mixture of [5-(3-fluoro-benzyloxy)-pyridin-2-yl]-methanol (3.8 g, 16.3 mmol), MnO2 (12 g, 138 mmol) and chloroform (50 ml) was heated under reflux for 30 min. The dark solids were then removed by filtration over celite. The filtrate was evaporated and the residue purified by chromatography (SiO2, AcOEt-hexanes 1:1) to afford the title compound (3.0 g, 80%) as a light yellow oil with solidified on standing. MS: m/e=232.2 (M+H+).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 30 min
  3. customThe dark solids were then removed by filtration over celite
  4. customThe filtrate was evaporated
  5. customthe residue purified by chromatography (SiO2, AcOEt-hexanes 1:1)

Quellen und Nachweise

ORD-Eintrag
ord-4b2002b963c943b5822fd958ffa05b7e
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06667327B2

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