Imidazole → HCID 86757080, compound

Participants

Reaction Steps

A solution of 4-hydroxymethyl-3-isopropyl-phenyl 1,1,1-trifluoro-methansulfonate (Intermediate 149, 760.0 mg, 2.55 mmols), chloro-tert-butyl-dimethylsilane (470.0 mg, 3.18 mmols), and imidazole (225.0 mg, 3.25 mmols) in 6 mL DMF was stirred at 25° C. for 17 hours. The solution was diluted with H2O and extracted with Et2O and the combined organic layers were washed with 10% aqueous HCl, saturated aqueous NaHCO3, H2O, and saturated aqueous NaCl, and dried (MgSO4) before being concentrated under reduced pressure. Column chromatography (2-5% EtOAc-hexanes) afforded 970.0 mg (92%) of the title compound as a colorless oil.

Provenance & Evidence