METHYL 2-BROMO-4-NITROBENZOATE synthesis
- Product Name:METHYL 2-BROMO-4-NITROBENZOATE
- CAS Number:100959-22-6
- Molecular formula:C8H6BrNO4
- Molecular Weight:260.04
16426-64-5
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100959-22-6
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Yield:100959-22-6 99.5%
Reaction Conditions:
with thionyl chloride
Steps:
6 Methyl 2-bromo-4-hydroxybenzoate (10)
Example 6
Methyl 2-bromo-4-hydroxybenzoate (10)
2-Bromo-4-nitrobenzoic acid (6.2 g, 25.3 mmol) was dissolved in MeOH (120 mL), and SOCl2 (5.5 mL, 75.9 mmol) was added dropwise at 0° C.
The reaction mixture was refluxed for 6 h.
The reaction solvent was concentrated to dryness.
Residual SOCl2 was removed by co-evaporation with CH2Cl2 (*3).
The solid was dried under vacuum to afford methyl 2-bromo-4-nitrobenzoate in 99.5% (6.52 g) yield as a light yellow solid. 1H-NMR (CDCl3, 400 MHz) δ 8.50 (1H, s, Ar), 8.21 (1H, d, J=8.4 Hz, Ar), 7.91 (1H, d, J=8.4 Hz, Ar), 3.97 (3H, s, OCH3); 13C-NMR (CDCl3, 100 MHz) δ 165.2, 149.2, 137.9, 131.7, 129.1, 122.1, 122.0, 53.1; MS (ESI) m/z Calcd for C8H6BrNO4 (M+): 259.0, Found: 260.1 (M+H+).
References:
UNIVERSITY OF MARYLAND, BALTIMORE;FLETCHER, Steven US2014/256817, 2014, A1 Location in patent:Page/Page column
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100959-22-6
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16426-64-5
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100959-22-6
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$14.00/1g
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100959-22-6
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100959-22-6
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