Diethyl Ether → HCID 66765166, compound

Participants

Reaction Steps

To a nitrogen flushed 100 mL round bottom flask were added ethyl 4-ethoxy-8-methoxynaphthalene-2-carboxylate (0.19 g, 0.69 mmol) and dry ether (10 mL). DIBAL (1.7 mL, 1 M in toluene) was added. The reaction mixture was stirred at room temperature for 5 minutes and was then diluted with EtOAc (20 mL). Wet silica gel (10 g silica gel/0.5 mL water) was added. The resulting mixture was stirred for 10 minutes and then filtered and the filtrate was concentrated. The crude product was purified on a silica gel column eluting with a gradient of 100% hexanes to 40% EtOAc/hexanes to give the title intermediate (136 mg) as a white solid.

Provenance & Evidence