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ChemicalBook--->CAS DataBase List--->872141-25-8

872141-25-8

872141-25-8 Structure

872141-25-8 Structure
IdentificationBack Directory
[Name]

2-(3-Fluoro-2-nitrophenyl)acetic acid
[CAS]

872141-25-8
[Synonyms]

2-(3-Fluoro-2-nitrophenyl)
3-Fluoro-2-nitrobenzeneacetic acid
2-(3-Fluoro-2-nitrophenyl)acetic acid
Benzeneacetic acid, 3-fluoro-2-nitro-
[Molecular Formula]

C8H6FNO4
[MDL Number]

MFCD13192267
[MOL File]

872141-25-8.mol
[Molecular Weight]

199.14
Chemical PropertiesBack Directory
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

Light brown to brown Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H335-H319
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Hazard InformationBack Directory
[Uses]

(3-Fluoro-2-nitrophenyl)acetic acid
[Synthesis]

Dimethyl 2-(3-fluoro-2-nitrophenyl)malonate

872141-24-7

2-(3-Fluoro-2-nitrophenyl)acetic acid

872141-25-8

General procedure for the synthesis of 2-(3-fluoro-2-nitrophenyl)acetic acid from dimethyl 2-(3-fluoro-2-nitrophenyl)malonate: dimethyl 2-(3-fluoro-2-nitrophenyl)malonate (2.53 g, 9.33 mmol) was suspended in water (20 mL). Concentrated hydrochloric acid (20 mL, 653 mmol) was slowly added to this suspension. The reaction mixture was heated to reflux and maintained under stirring for 5 hours. After completion of the reaction, the mixture was cooled to room temperature. The mixture was extracted twice with ether and the aqueous phase was discarded. The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated to dryness. The residue was recrystallized by a 5:1 solvent mixture of hexane and ethyl acetate. The precipitated solid was collected, washed with hexane and subsequently dried under vacuum to afford the target compound 2-(3-fluoro-2-nitrophenyl)acetic acid as a white solid in 90% yield.1H NMR (300 MHz, chloroform-d) δ ppm: 3.85 (s, 2H), 7.08-7.19 (m, 1H), 7.20-7.28 (m, 1H), 7.38 -7.55 (m, 1H).

[References]

[1] Patent: US2007/259851, 2007, A1. Location in patent: Page/Page column 114-115
[2] Patent: US2011/59954, 2011, A1. Location in patent: Page/Page column 94
[3] Journal of Medicinal Chemistry, 2008, vol. 51, # 6, p. 1861 - 1873
[4] Patent: US2006/9509, 2006, A1. Location in patent: Page/Page column 9
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