Reaktion #57576

Reaktionsgleichung

4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester

potassium carbonate

bromomethylcyclopropane

→

4-cyclopropylmethoxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester

Ausbeute 94.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Vorschrift

To 4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester (300 mg, 1.36 mmol, 1 eq) under nitrogen was added potassium carbonate (377 mg, 2.73 mmol, 2 eq), 5 mL of DMF and bromomethylcyclopropane (145 uL, 1.50 mmol, 1.1 eq) and the reaction was stirred at room temperature for 16 h. After work-up and flash column chromatography, 4-cyclopropylmethoxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester was obtained in 94% yield (350 mg). 1H NMR (400 MHz, DMSO-d6) δ ppm 0.4 (m, 2 H) 0.6 (m, 2 H) 1.3 (m, 1 H) 1.3 (d, J=14.4 Hz, 3 H) 2.7 (d, 3 H) 4.0 (d, J=6.8 Hz, 2 H) 4.3 (q, J=7.1 Hz, 2 H) 6.8 (dd, J=8.1, 0.5 Hz, 1 H) 7.2 (dd, J=8.3, 0.5 Hz, 1 H) 7.4 (t, J=8.2 Hz, 1 H).

Quelle