HCID 18956338, compound → HCID 18956343, compound

Participants

Reaction Conditions

Reaction Steps

Part B. A solution of the ester prepared in Part A above (6.57 g, 13.8 mmol) in tetrahydrofuran (20 mL) was added to an ice-cooled slurry of lithium aluminum hydride (1.16 g, 30.5 mmol) in tetrahydrofuran (20 mL). The mixture was warmed to mild reflux for 18 hours, then re-cooled to 0° C. and quenched by the careful sequential addition of water (2 mL), 15% aqueous sodium hydroxide (6 mL), and water (6 mL). The resulting mixture was filtered through celite, dried over anhydrous potassium carbonate, filtered and evaporated to afford the product, 4,5-bis(4-methoxyphenyl)-2-[3-(hydroxymethyl)benzyl]thio-1-H-imidazole, as an oil (5.97 g, 13.8 mmol, 100%). 1H NMR (CDCl3): 7.41-7.07 (8H, m); 6.81 (4H, d, J=8.8 Hz); 4.56 (2H, s); 4.15 (2H, s); 3.79 (6H, s).

Provenance & Evidence