3-BROMO-1-BENZOFURAN

Application

3-Bromo-1-benzofuran can be used as an organic synthesis intermediate and a pharmaceutical intermediate, mainly in laboratory research and development processes and chemical production processes.

Chemical Properties

White solid

Synthesis

The general procedure for the synthesis of 3-bromo-1-benzofuran from the compound (CAS: 109210-15-3) was as follows: first, potassium hydroxide pellets (9.3 g, 165 mmol) were dissolved in ethanol (40 mL) and the solution was cooled to 0 °C. Subsequently, 2,3-dibromo-2,3-dihydrobenzo[b]furan (23.0 g, 82.7 mmol) was dissolved in pre-cooled ethanol (90 mL) and the solution was added dropwise to the ethanol solution of potassium hydroxide at a constant temperature of 0 °C. After the dropwise addition, the reaction mixture was heated to reflux for 2 hours. After completion of the reaction, the mixture was concentrated under vacuum and then diluted by adding water (100 mL). The aqueous layer was extracted with ethyl acetate (3 × 100 mL). All organic phases were combined and washed with brine (100 mL), followed by drying with anhydrous magnesium sulfate and final concentration to give 14.7 g (90% yield) of the target product 3-bromo-1-benzofuran as an oil.

References

[1] Patent: US2006/287386, 2006, A1. Location in patent: Page/Page column 17
[2] Chemistry - A European Journal, 2015, vol. 21, # 7, p. 3115 - 3128