Potassium Iodide → HCID 58951913, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3.75 ml (10 mmol; ˜21% solution in ethanol) sodium ethanolate in 40 ml dry ethanol were added 1.30 mg (10 mmol) 3,5-heptanedione and stirred at 50° C. for 30 min. Then a tip of spatula of potassium iodide was added followed by a solution of 1-benzyl-5-chloromethyl-1H-imidazole (prepared from 2.27 g (9.4 mmol) 1-benzyl-5-chloromethyl-1H-imidazole hydrochloride in 10 ml ethanol and 3.5 ml (9.4 mmol; ˜21% solution in ethanol). The mixture was heated to 50° C. for further 5 min and then immediately cooled to ambient temperature and concentrated under reduced pressure at max. 30° C. Purification by flash-chromatography on silica gel with heptane/ethyl acetate 1:1 as eluent provided 4-(3-benzyl-3H-imidazol-4-ylmethyl)-heptane-3,5-dione as light yellow waxy solid: MS (ISP): 299.2 ((M+H)+.).

Provenance & Evidence