Ammonium Chloride → HCID 67065031, compound

Participants

Reaction Steps

5-[4-(1-{4-[3-(t-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl]-3-methyl-phenyl}-1-ethyl-propyl)-2-methyl-phenyl]-furan-2-carbaldehyde (Example 3-(6); 47.4 mg, 0.082 mmol) was added to a solution of potassium bis(trimethylsilyl)amide (0.5 M in toluene, 0.36 mL, 0.18 mmol) and (methoxymethyl)triphenylphosphonium chloride (56.2 mg, 0.164 mmol) in toluene (0.5 mL) at room temperature, and the mixture was stirred for 30 minutes. A saturated aqueous ammonium chloride solution and ethyl acetate were added to the reaction mixture. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by a silica gel column (hexane only to hexane/ethyl acetate=9/1) to give the title compound (42 mg, 85%).

Provenance & Evidence