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ChemicalBook CAS DataBase List 1-(6-Methoxy-2-benzofuranyl)ethanone

1-(6-Methoxy-2-benzofuranyl)ethanone synthesis

11synthesis methods
-

Yield:52814-92-3 99%

Reaction Conditions:

with potassium carbonate;chloroacetone in acetone; for 24 h;Inert atmosphere;Reflux;

Steps:

2-Acetyl-6-methoxybenzofuran

To a round-bottom flask were added 2-hydroxy-4-methoxybenzaldehyde (3.1 g, 20 mmol), K2CO3 (3.4 g, 25 mmol), chloroacetone (2.8 g, 30mmol) and acetone (30 mL) under N2. The reaction mixture was heated under reflux for 24 hr. After the reaction mixture was cooled to room temperature, the solid was removed byfiltration. The solvent was removed under reduced pressure to yield an orange wet solid (3.8 g,20 mmol, 99% yield). The solid was identified as 2-acetyl-6-methoxybenzofuran on the basisof 1H-NMR. 1H-NMR (400 MHz, CDCl3): δ 2.57 (s, 3H, -COCH3), 3.88 (s, 3H, -OCH3), 6.96(d, J=8.8 Hz, 1H, benzofuran-ring H), 7.05 (s, 1H, benzofuran-ring H), 7.45 (s, 1H,benzofuran-ring H), 7.80 (d, J=8.8 Hz, 1H, benzofuran-ring H).

References:

Kitagawara, Yumina;Ohe, Tomoyuki;Tachibana, Kumiko;Takahashi, Kyoko;Nakamura, Shigeo;Mashino, Tadahiko [Drug Metabolism and Disposition,2015,vol. 43,# 9,p. 1303 - 1306] Location in patent:supporting information