Water → HCID 10423493, compound

Participants

Reaction Conditions

Reaction Steps

5 g (0.02 mol) of 5-hexyl-6-methoxyindan-1-one dissolved in 20 ml of dimethylformamide are added dropwise to a suspension of 1.8 g (0.04 mol) of sodium hydride in 20 ml of dimethylformamide at 25° C. The mixture is stirred for 15 minutes at this temperature, and 11.4 g (0.1 mol) of methyl iodide are then added, while maintaining the temperature below 30° C. The reaction medium is stirred for 16 hours at 25° C. A further 0.9 g (0.0375 mol) of sodium hydride is added, and 15 minutes later 11.4 g (0.1 mol) of methyl iodide are added and the mixture is stirred for 2 hours at 25° C. The mixture is then heated for 1 hour at 50° C. It is poured into water and extracted with ether. The organic phase is dried (Na2SO4) and then evaporated under reduced pressure. The orange oil obtained is purified by flash chromatography (dichloromethane, 3.54 g; 65%).

Provenance & Evidence