2,2,4-Trimethylpentane → 2-Benzyl-4-(4-fluorophenyl)-5-(4-methylthiophenyl)thiazole

Participants

Reaction Steps

To a solution of 2-bromo-l-(4-fluorophenyl)-2-(4-methylthiophenyl)ethanone (Example 1, Step 3) (0.250 g, 0.737 mmol) in ethanol (9 mL) in a 25 mL round bottom flask was added 2-phenylthioacetamide (0.111 g, 0.737 mmol) and the mixture heated to reflux overnight. The reaction was cooled to room temperature, diluted with ethyl acetate (50 mL), washed successively with Na2CO3 (10 % solution) and brine, dried over Na2SO4, filtered and concentrated in vacuo yielding an oil. This oil was dissolved in methylene chloride and isooctane yielding a suspension. The solid was removed by filtration and the filtrate reconcentrated in vacuo yielding 2-benzyl-4-(4-fluorophenyl)-5-(4-methylthiophenyl)thiazole as a yellow oil which was suitable based upon 1H NMR to be used without further purification.

Provenance & Evidence