HCID 57691462, compound → HCID 76594467, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of ethyl triphenylphosphonium bromide (7.62 g, 20.5 mmol) in tetrahydrofuran (40 mL) at −78° C. was added n-butyllithium (1.6 M in hexane, 12.8 mL, 20.5 mmol). The resulting suspension was warmed to 0° C., stirred 30 min, and cooled to −78° C. The reaction was treated with 1-(2-(1,3-dioxan-2-yl)phenyl)-2-(3,5-bis(trifluoromethyl)benzyloxy)ethanone (2.80 g, 6.25 mmol) as a solid. The reaction was placed in a 0° C. bath and stirred for 30 min. The reaction was stirred at room temperature for 1 h, and quenched by addition of saturated ammonium chloride. The mixture was extracted with ether, which was washed with water (2×), then brine, dried over magnesium sulfate, and concentrated. The reaction was purified by flash chromatography (5-->20% EtOAc/Hex) to give 1.78 g (62%). Mass spec.: 483.13 (MNa)+.

Provenance & Evidence