2-Acetylpyrrole → 2-Acetyl-1-(4-fluorobenzyl)pyrrole

Beteiligte Stoffe

Reaktionsschritte

To a suspension of sodium hydride (60% in mineral oil, 1.32 g, 33 mmol) in DMF(30 ml) was added at an ice bath temperature a solution of 2-acetylpyrrole (3.27 g, 30 mmol) in DMF (5 ml). The mixture was stirred at room temperature for 15 minutes and cooled again. To the solution was added dropwise a solution of 4-fluorobenzylbromide (6.24 g, 33 mmol) in DMF (2 ml). The reaction solution was stirred at room temperature for 1 hour and poured into ice-water, and then extracted with ethylacetate. The ethyl acetate was washed with water and dried. The solvent was evaporated to give 2-acetyl-1-(4-fluorobenzyl)pyrrole (6.5 g) as an oil quantitatively. NMR(CDCl3) δ: 2.41(3H, s), 5.53(2H, s), 6.18-6.22(1H, m), 6.88-7.14(6H, m).

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