Nitric Acid → HCID 70501161, compound

Participants

Reaction Steps

A stirred solution of 0.51 g (0.002 mol) of 2,4-dichloro-α-[(1-imidazolyl)methyl]benzyl alcohol was cooled to 0° C. and treated with 48 mg (0.002 mol) of sodium hydride (60 mg of an 80% dispersion in mineral oil). Stirring was continued and, after the effervescence had ceased (about 0.5 hour), the mixture was treated with a solution of 0.56 g (0.002 mol) of 3-bromomethyl-4,6-dichlorobenzofuran in 2 ml of dry dimethylformamide. The mixture was stirred at 0° C. for 0.5 hour and then at room temperature for 2 hours. The mixture was treated with 50 ml of water containing 0.5 ml of glacial acetic acid and then saturated with sodium chloride. The product was extracted with three 30 ml portions of ethyl acetate. The combined ethyl acetate extracts were washed with brine, dried over sodium sulphate and evaporated at 30° C./12 mmHg to give a pale brown viscous oil. This oil was dissolved in 15 ml of dry diethyl ether by the addition of the minimum volume of ethyl acetate and treated with 0.2 ml of concentrated nitric acid. The precipitated product was crystallised from ethanol to yield 0.57 g of 1-[2,4-dichloro-β-[(4,6-dichlorobenzofuran-3-yl)methoxy]-phenethyl]imidazole nitrate of melting point 105° C.

Provenance & Evidence