Ethyl 6-bromoindole-2-carboxylate Chemical Properties

Melting point:

178-180 °C

Boiling point:

394.7±22.0 °C(Predicted)

Density 

1.554±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Soluble in acetone.

form 

Crystalline Powder

pka

14.08±0.30(Predicted)

color 

White

InChI

InChI=1S/C11H10BrNO2/c1-2-15-11(14)10-5-7-3-4-8(12)6-9(7)13-10/h3-6,13H,2H2,1H3

InChIKey

FVMZWWFKRMBNSZ-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC(Br)=C2)C=C1C(OCC)=O

CAS DataBase Reference

103858-53-3(CAS DataBase Reference)

Safety Information

Risk Statements 

20/21/22

Safety Statements 

36/37

HazardClass 

IRRITANT

HS Code 

29339900

Ethyl 6-bromoindole-2-carboxylate Usage And Synthesis

Application

Ethyl 6-bromo-2-indolecarboxylate can be used as an organic synthesis intermediate and a pharmaceutical intermediate, mainly in laboratory research and development and chemical production processes.

Chemical Properties

White solid

Synthesis

In a 250mL three-necked flask, add 80mL of ethanol and 7.2g (40mmol) of 6-bromo-2-indolecarboxylic acid, slowly drop 1.0mL of concentrated sulfuric acid at room temperature and reflux for 30h (TLC tracking). After the reaction, concentrate to 30mL and pour into 60mL of water, extract twice with 20mL of ether, wash the ether layer once with 5% sodium carbonate solution, and then wash with water until neutral, dry with anhydrous magnesium sulfate, and evaporate the ether to obtain 7.7g of yellow to brown powder Ethyl 6-bromoindole-2-carboxylate, with a yield of 92.3%.

References

[1] Patent: KR101741956, 2017, B1. Location in patent: Paragraph 0685; 0690-0692

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