METHYL 2-BROMO-3-NITROBENZOATE synthesis
- Product Name:METHYL 2-BROMO-3-NITROBENZOATE
- CAS Number:5337-09-7
- Molecular formula:C8H6BrNO4
- Molecular Weight:260.04
67-56-1
573-54-6
5337-09-7
General procedure for the synthesis of methyl 2-bromo-3-nitrobenzoate from methanol and 2-bromo-3-nitrobenzoic acid: Example 4: 100 g (406 mmol) of 2-bromo-3-nitrobenzoic acid and 22 g (609 mmol) of concentrated hydrochloric acid were added to a reactor followed by 1 liter of methanol. The reaction mixture was heated under reflux conditions for 24 hours. After completion of the reaction, it was cooled to room temperature and the precipitated solid product was collected by filtration. The solid was washed sequentially with deionized water and ethanol and then dried. Finally, the dried product was purified by recrystallization with ethanol. Methyl 2-bromo-3-nitrobenzoate 94.6 g (363 mmol) was obtained in 89.5% yield of the theoretical value.
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Yield:5337-09-7 100%
Reaction Conditions:
with sodium carbonate in N,N-dimethyl-formamide at 60; for 4 h;
Steps:
36.a (a) methyl 2-bromo-3-nitrobenzoate
(a) methyl 2-bromo-3-nitrobenzoate To a solution of 2-bromo-3-nitrobenzoic acid (33.9 g, 138 mmol) in DMF (240 mL) were added Na2C03 (58.5 g, 552 mmol) and iodomethane (34 mL, 544 mmol). The reaction mixture was heated at 60 °C for 4 h. The reaction mixture was diluted with water (1.5 L) and extracted with Et20 (2 x 750 mL). The combined organic layers were washed with brine (500 mL) and concentrated to afford methyl 2-bromo-3-nitrobenzoate (36.78 g, 137 mmol, 100% yield) as a yellow solid. LC-MS (ES) m/z = 259.9, 261.9 [M+H]+.
References:
GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED;KNIGHT, Steven David;LAFRANCE, Louis Vincent III;MCNULTY, Kenneth C.;ROMERIL, Stuart Paul;SEEFELD, Mark Andrew WO2014/195919, 2014, A1 Location in patent:Page/Page column 157
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5337-09-7
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5337-09-7
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57113-91-4
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5337-09-7
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41085-43-2
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5337-09-7
103 suppliers
$20.00/250mg