Reaktion #744061

Reaktionsgleichung

7-(Methoxy)-1-(2-propen-1-yl)-1,5-naphthyridin-2(1H)-one

Sodium periodate

→

[7-(methoxy)-2-oxo-1,5-naphthyridin-1(2H)-yl]acetaldehyde

Lösungsmittel

water

water

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGwas stirred for a further 1 h
2. 2
   EinengenThe reaction was concentrated to about 300 ml
3. 3
   Extraktionextracted with 20% MeOH/DCM (3×400 ml)
4. 4
   Trocknendried over anhydrous magnesium sulphate
5. 5
   Filtrationfiltered
6. 6
   Sonstigeevaporated under reduced pressure

Vorschrift

7-(Methoxy)-1-(2-propen-1-yl)-1,5-naphthyridin-2(1H)-one (5.046 g, 23.361 mmol) was dissolved in 1,4-dioxane (100 mL) and water (100 mL). Sodium periodate (12.49 g, 58.402 mmol) was added, followed by osmium tetroxide (5 mL of 4% aqueous solution). The mixture stirred at rt for 1 h, water (200 ml) was added the mixture was stirred for a further 1 h. The reaction was concentrated to about 300 ml and extracted with 20% MeOH/DCM (3×400 ml). The organic extracts were combined, dried over anhydrous magnesium sulphate, filtered and evaporated under reduced pressure to give [7-(methoxy)-2-oxo-1,5-naphthyridin-1(2H)-yl]acetaldehyde (as the methyl hemiacetal) as a yellow solid (3.807 g, 75%).

Quelle