Sodium hydride → Ethyl 6-[p-[5-(2-pyridyloxy)pentyloxy)phenoxy]-2,2-dimethylhexanoate

Participants

Reaction Steps

To a mixture of 292 mg 2-hydroxypyridine and 5 ml N,N-diemthylformamide, was added under ice cooling 150 mg of 60% sodium hydride in oil, and the resulting mixture was stirred at room temperature for 15 minutes. The reaction mixture was again cooled in ice, 1.2 g ethyl 6-[p-(5-bromopentyloxy)phenoxy]-2,2-dimethylhexanoate was added, and the mixture was stirred at room temperature for 12 hours. The solvent was distilled off under reduced pressure, the residue was extracted with chloroform, and the extract was washed with water and worked up as usual. The crude product thus obtained was purified by silica gel column chromatography (chloroform), affording 495 mg ethyl 6-[p-[5-(2-pyridyloxy)pentyloxy]phenoxy]-2,2-dimethylhexanoate as oil.

Provenance & Evidence