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ChemicalBook CAS DataBase List 2-Fluoro-6-nitrobenzoic acid
385-02-4

2-Fluoro-6-nitrobenzoic acid synthesis

6synthesis methods
2-Fluoro-6-nitrotoluene

769-10-8

2-Fluoro-6-nitrobenzoic acid

385-02-4

A. Synthesis of 2-fluoro-6-nitrobenzoic acid. Under stirring, 2-fluoro-6-nitrotoluene (exact amount not provided) was added to a suspension of potassium permanganate (102 g, 0.65 mol) in water (1.4 L). The reaction mixture was heated to reflux for 4 h, subsequently cooled to room temperature, filtered and washed with diethyl ether. The aqueous phase was acidified to pH 2 with concentrated hydrochloric acid and then extracted with ethyl acetate. The organic phase was washed with brine, dried over magnesium sulfate, filtered, and concentrated under vacuum to give 11.81 g (40% yield) of 2-fluoro-6-nitrobenzoic acid. The product was characterized by 1H NMR and IS-MS (m/e 184.0 [M-1]). Elemental analysis (C7H4FNO4) Calculated values: C, 45.42; H, 2.18; N, 7.57; Measured values: C, 45.22; H, 2.29; N, 7.27.

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Yield:-

Steps:

Multi-step reaction with 2 steps
1: Ueberfuehrung in das Diazopiperidid und Erhitzen mit Fluorwasserstoff-Fluorkalium
2: nitric acid

References:

van Loon;Meyer,V. [Chemische Berichte,1896,vol. 29,p. 841]

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