Imidazole → HCID 11843644, compound

Participants

Reaction Steps

4-Hydroxynaphthalene-1-carbaldehyde (2.00 g, 11.63 mmol), tert-butyldimethylsilyl chloride (1.93 g, 12.80 mmol), imidazole (983 mg, 15.12 mmol) and N,N-dimethylaminopyridine (4 mg) in N,N-dimethylformamide (20 ml) were stirred at RT for 20 h. The solvent was removed and the mixture suspended in ethyl acetate (20 ml) and washed with water (20 ml). The aqueous phase was extracted with ethyl acetate (20 ml) and the combined organics washed with brine (2×20 ml) and dried (MgSO4). The solvent was removed leaving the product as a brown oil which solidified on standing.

Provenance & Evidence