Acetic Acid → HCID 19743673, compound

Participants

Reaction Steps

A solution of methyl 2-[1-{(2-chlorophenyl)methyl}-2-propylthio-1H-imidazol-5-yl]acetate (2.1 g, 6.2 mmol) in dry tetrahydrofuran (150 mL) was cooled to -78° C. for 1.5 hours and at ambient temperature for 18 hours. Methanol was added followed by 5% aqueous acetic acid. The mixture was concentrated in vacuo, the residue was extracted with methylene chloride, and the organic extract was washed with 5% aqueous sodium carbonate solution, dried, and concentrated to give 2.33 g of crude product. This was chromatographed over silica gel with ethyl acetate to give 1.6 g (84%) of 1-[(2-chlorophenyl)methyl]-5-(2-hydroxy)ethyl-2-propylthio- 1H-imidazole as an oil.

Provenance & Evidence