6-ethoxy-1H-indole Chemical Properties

storage temp. 

Sealed in dry,Room Temperature

Appearance

White to off-white Solid

InChI

InChI=1S/C10H11NO/c1-2-12-9-4-3-8-5-6-11-10(8)7-9/h3-7,11H,2H2,1H3

InChIKey

RPMWEGXHQSEPPH-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC(OCC)=C2)C=C1

Safety Information

HS Code 

2933998090

6-ethoxy-1H-indole Usage And Synthesis

Synthesis

NaH (60% dispersion in oil, 0.18 g) was slowly added to a stirred solution of 1H-indol-6-ol (0.5 g) in DMF (5.0 mL) at -20 °C. After the reaction mixture was gradually warmed to room temperature, ethyl bromide (0.81 g) was added dropwise and the reaction was continued with stirring for 90 minutes. Upon completion of the reaction, the mixture was slowly poured into ice water (10 mL) and extracted with ethyl acetate. The organic layers were combined, washed with water, dried over anhydrous Na2SO4 and concentrated under reduced pressure to remove the solvent. The resulting residue was purified by silica gel column chromatography using a 0-10% ethyl acetate/hexane gradient elution to afford the target product 6-ethoxy-1H-indole (0.336 g).

References

[1] Patent: WO2016/196890, 2016, A1. Location in patent: Page/Page column 101

6-ethoxy-1H-indole (37865-86-4)Related Product Information

• 6-Ethylindole
• 6-Benzyloxyindole
• 6-Benzyloxyindole-3-carboxaldehyde
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• 3-(2-AMINO-ETHYL)-5-ETHOXY-1H-INDOLE-2-CARBOXYLIC ACID
• 5-ETHOXY-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER
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• 6-ETHOXY-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER,METHYL 6-ETHOXY-1H-INDOLE-2-CARBOXYLATE
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• 5-ethoxy-1H-indole-2,3-dione
• ETHYL 5-ETHOXY-1H-INDOLE-2-CARBOXYLATE,5-ETHOXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER