5-Ethoxyindole Chemical Properties

Melting point:

35-36 °C

Boiling point:

192 °C(Press: 11 Torr)

Density 

1.132±0.06 g/cm3(Predicted)

storage temp. 

2-8°C, protect from light

pka

16.75±0.30(Predicted)

Appearance

Light brown to brown Solid

CAS DataBase Reference

10501-17-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HS Code 

2933998090

5-Ethoxyindole Usage And Synthesis

Synthesis

E1. Synthesis of 5-ethoxyindole: Commercially available 5-hydroxyindole (18 g, 13.5 mmol), anhydrous K2CO3 (93.5 g, 5 eq.), and ethyl iodide (40.5 mL, 3.75 eq.) were dissolved in acetone (180 mL) and the reaction was stirred at 50 °C under argon protection. The progress of the reaction was monitored by thin layer chromatography (TLC, spreading agent dichloromethane:methanol=95:5) until the 5-hydroxyindole completely disappeared (about 4 days). After completion of the reaction, the mixture was filtered, the solids were washed with acetone, the filtrates were combined and concentrated to give 17.67 g (90% yield) of the target product 5-ethoxyindole, which was pure enough to be used directly in the subsequent reaction. Melting point: 144-146°C (ethanol recrystallization).

References

[1] Patent: WO2007/96395, 2007, A1. Location in patent: Page/Page column 123
[2] Patent: WO2009/24190, 2009, A1. Location in patent: Page/Page column 81
[3] Patent: WO2009/24613, 2009, A1. Location in patent: Page/Page column 78
[4] Journal of Medicinal Chemistry, 2007, vol. 50, # 12, p. 2865 - 2874

5-Ethoxyindole(10501-17-4)Related Product Information

• DIETHOXYMETHANE
• Ethoxyethyne
• Ethoxyquin
• 2-Ethoxyethanol
• 5-Ethylindole
• Ethyl vinyl ether
• 5-Acetoxyindole
• 5-Benzyloxyindole
• 5-Benzyloxyindole-3-acetonitrile
• 5-BENZYLOXYINDOLE-3-ACETAMIDE
• 5-BENZYLOXYGRAMINE
• 2-(5-BENZYLOXY-1H-INDOL-3-YL)-ETHYLAMINE
• 5-(Phenylmethoxy)-1H-indole-3-carbaldehyde
• 5-BENZYLOXY-DL-TRYPTOPHAN
• 5-Benzyloxy-6-methoxyindole
• ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE
• METHYL 5-BENZYLOXYINDOLE-3-ACETATE
• 5-BENZYLOXYINDOLE-3-GLYOXYLIC ACID ETHYL ESTER