Hexane → (3-Ethoxy-4-methoxy-phenyl)-quinolin-6-yl-methanone

Beteiligte Stoffe

Reaktionsschritte

To a solution of 4-bromo-2-ethoxy-1-methoxy-benzene (1.74 g, 7.5 mmol) in THF (15 mL) was added a solution of n-butyllitium in hexane (3.0 mL, 2.5 N, 7.5 mmol) at −78° C. and kept for 20 min. To the mixture was added a solution of quinoline-6-carboxylic acid methoxy-methyl-amide (1.55 g, 7.2 mmol) in THF (10 mL) at −78° C. After 2 h, isopropanol (2 mL) and water (50 mL) was added to the mixture, and the cold bath was removed. The mixture was stirred at room temperature for 20 min. The solvent was removed and the residue was stirred with ether (20 mL). Filtration gave (3-ethoxy-4-methoxy-phenyl)-quinolin-6-yl-methanone as a yellow solid (1.5 g). The solid was used in the next step without further purification.

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