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ChemicalBook--->CAS DataBase List--->10501-17-4

10501-17-4

10501-17-4 Structure

10501-17-4 Structure
IdentificationMore
[Name]

5-Ethoxyindole
[CAS]

10501-17-4
[Synonyms]

5-ETHOXYINDOLE
AKOS JY2082539
5-Ethyloxyindole
5-Ethoxy-1H-indole
[Molecular Formula]

C10H11NO
[MDL Number]

MFCD07364533
[Molecular Weight]

161.2
[MOL File]

10501-17-4.mol
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

5-Ethoxyindole(10501-17-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

5-Hydroxyindole

1953-54-4

Iodoethane

75-03-6

5-Ethoxyindole

10501-17-4

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
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