Reaktion #1922489

Reaktionsgleichung

sodium bicarbonate

N-(3,5-bis-trifluoromethyl-benzyl)-6-chloro-N-methyl-4-o-tolyl-nicotinamide

2-butanone

hydroiodic acid

→

title compound

Ausbeute 93.6%

N-(3,5-Bis-trifluoromethyl-benzyl)-6-iodo-N-methyl-4-o-tolyl-nicotinamide

Ausbeute 93.6%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling to room temperature the mixture
2. 2
   SonstigeThe layers were separated
3. 3
   Waschenthe organic layer washed with water
4. 4
   Trocknendried with magnesium sulfate
5. 5
   Einengenconcentrated
6. 6
   Sonstigeto give 1.5 g of crude product

Vorschrift

To a solution of 1.00 g (2.05 mmol) N-(3,5-bis-trifluoromethyl-benzyl)-6-chloro-N-methyl-4-o-tolyl-nicotinamide in 10 ml 2-butanone 1.1 g (7.2 mmol) sodium iodide and 0.28 ml (2.1 mmol) hydroiodic acid (57% in water) were added at room temperature. The mixture was heated at 80° C. for 2 h. After cooling to room temperature the mixture was diluted with ethyl acetate and treated with saturated aqueous sodium bicarbonate solution. The layers were separated, the organic layer washed with water, dried with magnesium sulfate and concentrated to give 1.5 g of crude product. Flash column chromatography gave 1.11 g (93.6%) of the title compound as a yellow oil.

Quelle