Reaktion #164607

Reaktionsgleichung

sodium metaperiodate

N-methyl-N—((S)-6-vinyl-1,2,3,4-tetrahydronaphthalen-2-yl)-5-cyclopropylmethoxypyridine-2-carboxamide

2-propanol

water

→

N—((S)-6-Formyl-1,2,3,4-tetrahydronaphthalen-2-yl)-N-methyl-5-cyclopropylmethoxypyridine-2-carboxamide

Lösungsmittel

sodium carbonate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate
2. 2
   TrocknenThe organic phase was dried over sodium sulfate
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated
5. 5
   SonstigeThe product was thus obtained with the molecular weight of 364.45 (C22H24N2O3)

Vorschrift

A mixture of N-methyl-N—((S)-6-vinyl-1,2,3,4-tetrahydronaphthalen-2-yl)-5-cyclopropylmethoxypyridine-2-carboxamide (1.40 g), 2-propanol (4 ml) and water (2 ml) was admixed with osmium(VIII) oxide (49 mg) and sodium metaperiodate (1.82 g), and the mixture was stirred for 12 hours. The reaction mixture was diluted with saturated sodium carbonate solution and extracted with ethyl acetate. The organic phase was dried over sodium sulfate, filtered and concentrated. The product was thus obtained with the molecular weight of 364.45 (C22H24N2O3); MS (ESI): 365 (M+H+).

Quelle