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72802-25-6

72802-25-6 Structure

72802-25-6 Structure
IdentificationBack Directory
[Name]

1-(3-fluoro-4-nitrophenyl)ethanone
[CAS]

72802-25-6
[Synonyms]

3’-Fluoro-4’-nitroacetophenone
1-(3-fluoro-4-nitrophenyl)ethanone
Ethanone, 1-(3-fluoro-4-nitrophenyl)-
1-(3-Fluoro-4-nitrophenyl)ethan-1-one
[Molecular Formula]

C8H6FNO3
[MDL Number]

MFCD13194365
[MOL File]

72802-25-6.mol
[Molecular Weight]

183.14
Chemical PropertiesBack Directory
[Boiling point ]

293.6±20.0 °C(Predicted)
[density ]

1.336±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[Appearance]

Light yellow to yellow Solid
Safety DataBack Directory
[HS Code ]

2914790090
Spectrum DetailBack Directory
[Spectrum Detail]

1-(3-fluoro-4-nitrophenyl)ethanone(72802-25-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-FLUORO-4-NITROBENZOYL CHLORIDE

157665-51-5

Dimethyl malonate

108-59-8

1-(3-fluoro-4-nitrophenyl)ethanone

72802-25-6

GENERAL STEPS: A mixture of MgCl? (930 mg, 9.8 mmol), triethylamine (TEA, 4.7 mL, 33.4 mmol), and dimethyl malonate (1.9 mL, 16.6 mmol) was stirred at room temperature for 1.5 hours. Subsequently, a toluene solution of 3-fluoro-4-nitrobenzoyl chloride was slowly added to the reaction system. The resulting mixture was continued to be stirred at room temperature for 15 h. Then 4 M HCl solution (4 mL) was added and stirred for 5 min. The reaction mixture was extracted with ethyl acetate (EtOAc, 30 mL x 3), the organic phases were combined and dried with anhydrous sodium sulfate (Na?SO?), filtered and concentrated under reduced pressure. To the concentrated residue was added 6 M HCl solution (30 mL) and the mixture was refluxed overnight. After cooling, the mixture was extracted with ethyl acetate (EtOAc, 30 mL x 3), the organic phase was dried over anhydrous sodium sulfate (Na?SO?), filtered and concentrated under reduced pressure. The crude product was purified by fast column chromatography (silica gel, gradient elution with ethyl acetate/hexane) to afford 1-(3-fluoro-4-nitrophenyl)ethanone (compound 3) as a light yellow solid (1.9 g, 63% yield).

[References]

[1] Patent: WO2016/145092, 2016, A1. Location in patent: Paragraph 0077; 0078; 0079; 0088; 0091; 0093; 0094
[2] Patent: WO2017/87428, 2017, A1. Location in patent: Paragraph 0061-0063
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