1-ethyl-1H-indole-6-carbaldehyde

1-ethyl-1H-indole-6-carbaldehyde Property

Boiling point:

327.7±15.0 °C(Predicted)

Density 

1.08±0.1 g/cm3(Predicted)

storage temp. 

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

Safety

HazardClass 

IRRITANT

HS Code 

2933998090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

1-ethyl-1H-indole-6-carbaldehyde Chemical Properties,Usage,Production

Uses

1-Ethyl-1H-indole-6-carboxaldehyde is an aldehyde derivative that can be used as a biochemical reagent.

Synthesis

GENERAL METHOD: Cesium carbonate (829 mg, 6 mmol) was added to a solution of indole-6-carboxaldehyde (435 mg, 3 mmol) in acetonitrile (30 mL) and the mixture was heated to reflux for 2 hours. Subsequently, ethyl iodide (3.3 mmol) was added to the reaction system and heating and refluxing was continued for 1 hour. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure, water was added to the residue and extracted three times with ethyl acetate. The organic layers were combined and dried with anhydrous sodium sulfate and subsequently concentrated under vacuum. Finally, the resulting residue was purified by fast column chromatography to afford the target product 1-ethyl-1H-indole-6-carbaldehyde.

References

[1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 7, p. 2060 - 2079
[2] Patent: WO2014/142363, 2014, A1. Location in patent: Paragraph 0405