2-Fluoro-5-nitrobenzoic acid synthesis
- Product Name:2-Fluoro-5-nitrobenzoic acid
- CAS Number:7304-32-7
- Molecular formula:C7H4FNO4
- Molecular Weight:185.11
445-29-4
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7304-32-7
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Yield:7304-32-7 93%
Reaction Conditions:
with sulfuric acid;nitric acid at 10 - 25; for 2 h;
Steps:
A35.A35-a
A35-a intermediate 36: 2-Fluoro- -nitrobenzoic acidNitric acid (60% solution, 5.0 mL) was carefully added to a cooled solution of concentrate sulfuric acid (5.0 mL) so that the temperature did not exceed 10 °C. 2-f uorobenzoic acid (2.1 g, 15.0 mmol) was added by small portions while maintaining temperature between 15 and 25 °C. The mixture was stirred for 2 h at room temperature. Ice was added and the precipitate was filtered. After drying at room temperature, intermediate 36 was obtained as a white powder. Yield: 93%; mp 135-137 °C; 1H NMR (300 MHz, OMSO-d6): δ = 7.32 (t, 1 H, H3, 3 J H3_H4 = J H3-F = 9.2 Hz), 8.43 (dt, 1 H, H JH4.H3 = 9.2 Hz, JH4.F = JH4.H6 = 3.5 Hz), 8.89 (dd, 1H, ¾, 4JH6.F = 5.8 Hz, 4JH6.H4 = 3.0 Hz); 13C NMR (75 MHz, DMSO- d6): δ = 118.7 (d, Ci, 2JC-F = 10.9 Hz), 118.7 (d, C3, 2JC-F = 25.0 Hz), 128.9 (d, C6> 3JC-F = 2.2 Hz), 130.6 (d, C4, 3JC- = 10.9 Hz), 143.9 (C5), 165.7 (d, C2, 1JC.F = 272.0 Hz), 166.7 (d, COOH, 3Jc- = 3.8 Hz).
References:
KATHOLIEKE UNIVERSITEIT LEUVEN, K.U. LEUVEN R&D;UNIVERSITE DE LILLE;CENTRE NATIONAL DE RECHERCHE SCIENTIFIQUE;ECOLE NATIONALE SUPERIEURE DE CHIMIE DE LILLE;BAILLY, Fabrice;BILLAMBOZ, Muriel;CHRIST, Frauke;COTELLE, Philippe;DEBYSER, Zeger;LION, Cédric;SUCHAUD, Virginie WO2012/85003, 2012, A1 Location in patent:Page/Page column 83
445-29-4
415 suppliers
$5.00/10g
7304-32-7
266 suppliers
$8.00/10g
95-52-3
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$10.00/5 g
7304-32-7
266 suppliers
$8.00/10g
445-29-4
415 suppliers
$5.00/10g
7304-32-7
266 suppliers
$8.00/10g