Methyl 4-amino-2-bromobenzoate synthesis
- Product Name:Methyl 4-amino-2-bromobenzoate
- CAS Number:98545-64-3
- Molecular formula:C8H8BrNO2
- Molecular Weight:230.06
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Yield: 96%
Steps:
6 Methyl 2-bromo-4-hydroxybenzoate (10)
Next, the nitro group of methyl 2-bromo-4-nitrobenzoate (6.38 g, 24.6 mmol) was chemoselectively reduced with 5 nCl2.2H2O (27.8 g, 123.2 mmol) in a manner similar to that described for compound 6 to deliver methyl 4-amino-2-bromobenzoate in 96.0% (5.41 g) yield as a yellow solid. 1H-NMR (CDCl3, 400 MHz) δ 7.74 (1H, d, J=8.8 Hz, Ar), 6.90 (1H, d, J=1.6 Hz, Ar), 6.55 (1H, dd, J=8.8 Hz, 1.6 Hz, Ar), 4.06 (2H, s, NH2), 3.83 (3H, s, OCH3); 13C-NMR (CDCl3, 100 MHz) δ 165.9, 150.4, 133.6, 124.1, 119.7, 119.6, 112.7, 51.8; MS (ESI) m/z Calcd for C8H8BrNO2 (M+): 229.0, Found: 230.1 (M+H+).
References:
UNIVERSITY OF MARYLAND, BALTIMORE;FLETCHER, Steven US2014/256817, 2014, A1 Location in patent:Page/Page column
100959-22-6
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98545-64-3
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