4-Chloro-5-fluoroindole

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4-Chloro-5-fluoroindole Basic information
Product Name:4-Chloro-5-fluoroindole
Synonyms:4-chloro-5-fluoro-1H-indole;4-Chloro-5-fluoroindole;1H-Indole, 4-chloro-5-fluoro-
CAS:169674-02-6
MF:C8H5ClFN
MW:169.58
EINECS:
Product Categories:
Mol File:169674-02-6.mol
4-Chloro-5-fluoroindole Structure
4-Chloro-5-fluoroindole Chemical Properties
Melting point 21-22 °C(Solv: hexane (110-54-3))
Boiling point 300 ºC
density 1.436
Fp 135 ºC
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka15.26±0.30(Predicted)
AppearanceOff-white to light yellow Solid
Safety Information
HS Code 2933998090
MSDS Information
4-Chloro-5-fluoroindole Usage And Synthesis
Synthesis
1H-Indole, 4-chloro-5-fluoro-1-[tris(1-methylethyl)silyl]-

908600-95-3

4-Chloro-5-fluoroindole

169674-02-6

The general procedure for the synthesis of 4-chloro-5-fluoroindole using the compound (CAS: 908600-95-3) as starting material was as follows: tetrabutylammonium fluoride hydrate (1.9 g, 7.38 mmol) was dissolved in THF (30 mL) along with compound 2 (1.2 g, 3.69 mmol), and the reaction was stirred for 30 min at room temperature. After completion of the reaction, the reaction mixture was diluted with ether (30 mL), followed by washing with brine (30 mL), drying with anhydrous sodium sulfate, filtering to remove the desiccant, and the filtrate was concentrated under reduced pressure to remove the solvent. Finally, purification by column chromatography (eluent: petroleum ether/ethyl acetate = 50:1) afforded compound 3 (0.5 g, 80.1% yield) as a brown oil.

References[1] European Journal of Organic Chemistry, 2006, # 13, p. 2956 - 2969
[2] Patent: US2016/9706, 2016, A1. Location in patent: Paragraph 0354; 0357
4-Chloro-5-fluoroindole Preparation Products And Raw materials
Raw materials1H-Indole, 4-chloro-5-fluoro-1-[tris(1-methylethyl)silyl]--->Tetrabutylammonium Fluoride-->Tetrahydrofuran
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