Imidazole → HCID 87086952, compound

Participants

Reaction Steps

To a stirred solution of 5-chloro-2-hydroxy-benzaldehyde (Aldrich, 7.83 g, 50 mmol) in methylene chloride (150 mL) were added imidazole (Aldrich, 3.72 g, 54.6 mmol) and tert-butyl-dimethyl-chloro-silane (Aldrich, 7.84 g, 52 mmol). The mixture was stirred at room temperature for 5 hrs. A second portion of imidazole (1.2 g) was added and mixture was stirred for 1 hr. The mixture was then poured into saturated sodium bicarbonate solution (150 mL). The organic layer was separated and the aqueous layer was extracted with methylene chloride (2×50 mL). The combined extracts were washed with water, brine and dried over magnesium sulfate. Removal of the solvent gave an off white solid. 13.62 g.

Provenance & Evidence