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ChemicalBook CAS DataBase List 3-BROMO-1-BENZOFURAN
59214-70-9

3-BROMO-1-BENZOFURAN synthesis

7synthesis methods
2,3-dibromo-2,3-dihydro-benzo[b]furan

109210-15-3

3-BROMO-1-BENZOFURAN

59214-70-9

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.

109210-15-3 Synthesis
2,3-dibromo-2,3-dihydro-benzo[b]furan

109210-15-3
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Yield:59214-70-9 90%

Reaction Conditions:

with potassium hydroxide in ethanol at 0; for 2 h;Heating / reflux;

Steps:

9.22

Potassium hydroxide pellets (9.3 g, 165 mmol) are dissolved in ethanol (40 mL) and cooled to 0° C. 2,3-Dibromo-2,3-dihydro-benzo[b]furan (23.0 g, 82.7 mmol) dissolved in ethanol (90 mL) is added dropwise hereto at a constant temperature of 0° C. After complete addition the mixture is heated to reflux for 2 hours. The mixture is concentrated in vacuo and water (100 mL) is added. The aqueous layer is extracted with ethyl acetate (3×100 mL). The combined organic fractions are washed with brine (100 mL), dried (MgSO4) and concentrated to furnish 14.7g (90%) of the wanted product as an oil.

References:

US2006/287386,2006,A1 Location in patent:Page/Page column 17

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