1-Bromodecane → 2-(4-Pentylphenyl)-6-decyloxyquinoline

Participants

Reaction Steps

Then, 0.23 g (0.79 mM) of 2-(4-pentylphenyl)-6-hydroxyquinoline, 0.17 ml (0.82 mM) of 1-bromodecane and 2.6 ml (0.02 g of potassium hydroxide per 1 ml of butanol) of a solution of potassium hydroxide in butanol were placed in a 20 ml-round bottomed flask and refluxed for 2 hours and 50 minutes under stirring. After the reaction, the reaction mixture was left standing overnight in a freezer at -20° C. to precipitate a crystal. The crystal was recovered by filtration and successively washed with methanol and water. The resultant crystal was purified by silica gel column chromatography (eluent: toluene) and recrystallized from a mixture solvent (toluene and methanol) to obtain 0.23 g of 2-(4-pentylphenyl)-6-decyloxyquinoline (Yield: 67.5%).

Provenance & Evidence