1-Ethyl-2-methylindole Chemical Properties

Boiling point:

266-267 °C (lit.)

Density 

1.02 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.587(lit.)

Flash point:

>230 °F

storage temp. 

Store at room temperature

form 

powder to crystal

color 

White to Light yellow

CAS DataBase Reference

40876-94-6

EPA Substance Registry System

1H-Indole, 1-ethyl-2-methyl- (40876-94-6)

Safety Information

WGK Germany 

3

HS Code 

2933998090

MSDS

• Language:English Provider:SigmaAldrich

1-Ethyl-2-methylindole Usage And Synthesis

Uses

1-Ethyl-2-methylindole may be used in synthesis of hetrocyclic indole compounds.

Synthesis Reference(s)

Synthesis, p. 617, 1979 DOI: 10.1055/s-1979-28783

Synthesis

Example 1 Synthesis of JWH4511-ethyl-2-methylindole: To a reaction vial containing 0.20 g (1.52 mmol) of 2-methylindole was added 6 mL of a DMSO-dissolved solution of 0.38 g (6.89 mmol) of KOH, followed by 0.24 mL (3.04 mmol) of ethyl iodide. The reaction mixture was stirred at room temperature for 12 hours. Upon completion of the reaction, the reaction was quenched by the addition of 15 mL of water and extracted with ethyl acetate (2 x 15 mL). The organic phases were combined, washed sequentially with water (10 mL) and brine (20 mL), dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography (eluent: ethyl ether/petroleum ether=0.5:9.5) to afford 0.20 g (83% yield) of the target compound N-ethyl-2-methylindole as a red oil.

References

[1] Patent: WO2012/24670, 2012, A2. Location in patent: Page/Page column 43
[2] Synthesis, 1981, # 5, p. 389 - 390
[3] Organic Letters, 2017, vol. 19, # 17, p. 4680 - 4683

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