Sodium hydride → HCID 22707002, compound

Participants

Reaction Steps

With cooling with ice, 60% oily sodium hydride (804 mg) was added to a THF (100 mL) solution of 1-(4-hydroxyphenyl)-2-phenylethanone (4.7 g, 22.1 mmol), and stirred for 10 minutes. With cooling with ice, chlorotriisopropylsilane (5.2 mL) was added to the reaction liquid, and stirred for 2 hours. Aqueous saturated ammonium chloride solution was added to the reaction liquid, then diluted with ethyl acetate and extracted. The organic layer was dried with magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=20:1). The obtained crude product was recrystallized from ethanol to obtain the intended compound (3.8 g, 31%).

Provenance & Evidence