ChemicalBook--->CAS DataBase List--->90858-86-9

90858-86-9

90858-86-9 Structure

90858-86-9 Structure
IdentificationBack Directory
[Name]

1H-Indole, 4-broMo-5-Methoxy-
[CAS]

90858-86-9
[Synonyms]

4-Bromo-5-methoxyindole
1H-Indole, 4-broMo-5-Methoxy-
[Molecular Formula]

C9H8BrNO
[MDL Number]

MFCD12973810
[MOL File]

90858-86-9.mol
[Molecular Weight]

226.07
Chemical PropertiesBack Directory
[Boiling point ]

349.2±22.0 °C(Predicted)
[density ]

1.591±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[pka]

15.77±0.30(Predicted)
[Appearance]

White to yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Skull and Crossbones (GHS06)
GHS05,GHS06
[Signal word ]

Danger
[Hazard statements ]

H318-H301
[Precautionary statements ]

P264-P270-P301+P310-P321-P330-P405-P501-P280-P305+P351+P338-P310
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

1H-Indole, 4-broMo-5-Methoxy-(90858-86-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Bromo-4-nitroanisole

5197-28-4

Vinylmagnesium bromide

1826-67-1

1H-Indole, 4-broMo-5-Methoxy-

90858-86-9

Example 12 Synthesis of 4-bromo-5-methoxyindole (XLVI): to a solution of 2-bromo-4-nitroanisole (1.16 g, 5 mmol) in tetrahydrofuran (THF, 10 ml) was slowly added vinylmagnesium bromide (1 M solution in THF, 15 ml) at -40 °C. The reaction mixture was stirred at this temperature for 30 min, followed by a slow warming to -20 °C. Upon completion of the reaction, the reaction was quenched by the addition of saturated ammonium chloride (NH4Cl) solution and subsequently diluted with ether (Et2O). The aqueous layer was extracted twice with ether (Et2O). All organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated. Purification by fast chromatography (eluent: hexane/ethyl acetate) gave 4-bromo-5-methoxyindole (XLVI, 38 mg, 3% yield) as an oil.

[References]

[1] Patent: US2007/123527, 2007, A1. Location in patent: Page/Page column 66-67
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