7-BROMO-5-METHOXYBENZOFURAN synthesis

6synthesis methods

Product Name:7-BROMO-5-METHOXYBENZOFURAN
CAS Number:90484-47-2
Molecular formula:C9H7BrO2
Molecular Weight:227.05

2-bromo-1-(2,2-diethoxyethoxy)-4-methoxybenzene

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90484-47-2
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Yield:90484-47-2 16%

Reaction Conditions:

with polyphosphoric acid in toluene at 70; for 1 h;Inert atmosphere;

Steps:

2.35.C 7-bromo-5-methoxybenzofuran

To a mixture of the product from step B (2.7 g, 8.5 mmol) in toluene (10 mL) was added PPA (1.0 mL). The reaction was heated at 70 °C for lhr. The reaction was cooled to room temperature. The mixture was diluted with EtOAc (200 mL) and the water phase was adjusted to pH 7-8 by NaOH (2 mol/L). The organic phase was washed with brine (50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica column chromatography (eluted with PE) to afford the title compound (0.27 g, 16%) as an oil. -NMR (600 MHz, CDC1₃) δ 7.68 (d, J = 2.1 Hz, 1H), 7.13 (d, J = 2.2 Hz, 1H), 7.04 (d, J = 2.3 Hz, 1H), 6.79 (d, J = 2.1 Hz, 1H), 3.86 (s, 3H) ppm.

References:

WO2013/97224,2013,A1 Location in patent:Page/Page column 73