ChemicalBook--->CAS DataBase List--->135838-04-9

135838-04-9

135838-04-9 Structure

135838-04-9 Structure
IdentificationBack Directory
[Name]

6-Fluoroquinolin-8-ol
[CAS]

135838-04-9
[Synonyms]

NSC 673450
6-fluoro-8-Quinolinol
6-Fluoroquinolin-8-ol
8-Quinolinol, 6-fluoro- 6-Fluoro-8-hydroxyquinoline
[Molecular Formula]

C9H6FNO
[MDL Number]

MFCD18414597
[MOL File]

135838-04-9.mol
[Molecular Weight]

163.15
Chemical PropertiesBack Directory
[Boiling point ]

321.9±22.0 °C(Predicted)
[density ]

1.366±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

4.35±0.30(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933491090
Spectrum DetailBack Directory
[Spectrum Detail]

6-Fluoroquinolin-8-ol(135838-04-9)1HNMR
6-Fluoroquinolin-8-ol(135838-04-9)19FNMR
Hazard InformationBack Directory
[Synthesis]

Acrolein diethyl acetal

3054-95-3

2-AMINO-5-FLUOROPHENOL

53981-24-1

6-Fluoroquinolin-8-ol

135838-04-9

GENERAL PROCEDURE: A 1N HCl solution (82.5 mL) was added to 2-amino-5-fluorophenol (~1 mmol) in a round bottom flask. Acrolein diethyl acetal (2.5 mmol) was added to the reaction mixture. The resulting solution was refluxed at 111 °C for 24 hours. Upon completion of the reaction, the mixture was cooled to room temperature and neutralized to pH 7-8 by the addition of solid Na2CO3. Subsequently, the product was extracted with dichloromethane (3 x 100 mL), the organic layers were combined and dried with anhydrous Na2SO4. After removal of the solvent by evaporation under reduced pressure, the crude product was purified by column chromatography with the eluent being a mixture of 15% ethyl acetate/cyclohexane and methanol to give 6-fluoroquinolin-8-ol.

[References]

[1] Tetrahedron Letters, 2015, vol. 56, # 46, p. 6436 - 6439
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