Sodium Sulfate → HCID 68829518, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 6-bromo-2-isobutyl-4-phenylquinoline-3-carboxylate (3.0 g, 7.5 mmol) in toluene (100 ml) was added 0.95 M solution (20 ml) of diisobutylaluminum hydride in toluene at −75° C. under a nitrogen atmosphere. After stirring the mixture at −75° C. for 1 hr., a solution of sodium sulfate (2.7 g) in water (15 ml) was added. The temperature of the mixture was raised to room temperature and the mixture was further stirred for 1 hr. Insoluble materials were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was crystallized from n-hexane, and recrystallized from n-hexane-toluene to give (6-bromo-2-isobutyl-4-phenylquinolin-3-yl)methanol (1.6 g, yield 57%) as pale-yellow crystals.

Provenance & Evidence