ChemicalBook CAS DataBase List ETHYL(5-BROMOBENZOFURAN)-2-CARBOXYLATE

ETHYL(5-BROMOBENZOFURAN)-2-CARBOXYLATE synthesis

8synthesis methods

Product Name:ETHYL(5-BROMOBENZOFURAN)-2-CARBOXYLATE
CAS Number:84102-69-2
Molecular formula:C11H9BrO3
Molecular Weight:269.09

105-36-2

1761-61-1

84102-69-2

5-Bromosalicylaldehyde (5 g, 25 mmol, 1.0 eq.) and cesium carbonate (8.2 g, 25 mmol, 1.0 eq.) were dissolved in 80 ml of DMF and stirred well. Subsequently, ethyl bromoacetate (8.3 g, 50 mmol, 2.0 eq.) was slowly added to the reaction system. The reaction mixture was stirred at room temperature for 30 min. After that, the reaction temperature was increased to 120 °C for 2 hours. The reaction progress was monitored by TLC. After completion of the reaction, the mixture was cooled to room temperature and poured into ice water and stirred vigorously for 30 minutes. The precipitate was collected by filtration, the filter cake was washed with water and dried to give the yellow powdery solid product ethyl 5-bromobenzofuran-2-carboxylate (4 g, 59.7% yield).

10242-11-2
115 suppliers
$23.00/250mg

84102-69-2
127 suppliers
$35.00/250mg

Yield:84102-69-2 93%

Reaction Conditions:

with sulfuric acid in ethanol;

Steps:

5 5C Ethyl 5-bromo-2-benzofurancarboxylate

5C Ethyl 5-bromo-2-benzofurancarboxylate A solution of 5-bromo-2-benzofurancarboxylic acid (5.01 g, 20.8 mmol) in absolute ethanol (150 ml) was added with concentrated sulfuric acid (15 ml) and the mixture was refluxed under stirring for 2 h. After this time, the volatiles were evaporated off under reduced pressure and the resulting residue was neutralized with a sodium bicarbonate saturated solution and extracted with ethyl ether (4*100 ml). The mixture was dried and the solvent was evaporated off under reduced pressure, to obtain 5.19 g of the title compound as a white solid with melting point 58-60° C. (93% yield). ¹ H N.M.R. (300 MHz, CDCl₃) δ ppm: 1.34 (t, 3H); 4.35 (q, 2H); 7.39 (m, 3H); 7.71 (d, 1H).

References:

US5990142,1999,A

105-36-2 Synthesis

105-36-2
351 suppliers
$5.00/5G

1761-61-1
387 suppliers
$5.00/5g

84102-69-2
127 suppliers
$35.00/250mg

References

51336-47-1 Synthesis