Potassium Carbonate → HCID 86713220, compound

Participants

Reaction Conditions

Reaction Steps

In 2.0 mL of N,N-dimethylformamide were dissolved 304 mg (2.00 mmol) of 4-hydroxy-2-methoxybenzaldehyde, 0.55 g (4.0 mmol) of potassium carbonate, and 64 mg (0.20 mmol) of tetrabutylammonium bromide. To this solution was added 0.74 g (4.0 mmol) of 1-(2-chloroethyl)piperidine hydrochloride and the mixture was stirred at 100° C. overnight. The resulting reaction mixture was diluted with ethyl acetate (100 mL), washed with water and then with saturated brine (each in an amount of 20 mL), and dried over magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/methanol=100/0 to 90/10) to give 88.9 mg (16% yield) of the title compound as a brown viscous matter.

Provenance & Evidence