Ethanol → HCID 66725896, compound

Participants

Reaction Steps

A mixture of 2-(methoxymethyl)-5-[4-nitro-3-(tetrahydro-2H-pyran-4-yloxy)phenoxy]pyridine (680 mg), iron powder (530 mg), calcium chloride (20 mg), water (3 mL), and ethanol (15 mL) was heated under reflux for 3 hr. The reaction solution was cooled to room temperature, filtered through celite, and the filtrate was concentrated. Water was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (hexane:ethyl acetate=4:1 to 1:4, volume ratio) to give the title compound (480 mg, yield 76%) as a brown oil.

Provenance & Evidence