2-Amino-5-bromo-4-methoxy-benzoic acid methyl ester synthesis
- Product Name:2-Amino-5-bromo-4-methoxy-benzoic acid methyl ester
- CAS Number:169044-96-6
- Molecular formula:C9H10BrNO3
- Molecular Weight:260.08
50413-30-4
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Yield: 82.06%
Reaction Conditions:
with bromine in dichloromethane at 20; for 20 h;
Steps:
Preparation of 2-amino-5-bromo-4-methoxybenzoate (35)
To a solution of compound 34 (4.0 g, 0.02 mol) in DCM(200 mL) was added bromine (1.36 mL, 0.02 mol). Themixture was stirred at room temperature for 20 h. It wasdiluted with saturated sodium hydrogen sulfite (50 mL) andthe aqueous solution was extracted with DCM. The combinedorganic layers were washed with brine, dried overNa2SO4 and filtered. The residue was purified by silica gelcolumn chromatography eluting with PE/EA to give whitepowder 35 (4.71 g, 82.06%). 35: 1H NMR δ (400 MHz,CDCl3) 8.04 (s, 1H), 6.14 (s, 1H), 5.87 (s, 2H), 3.89 (s, 3H),3.87 (s, 3H).
References:
Yi, Jingyu;Du, Guoxin;Zhao, Yuanyuan;Zhang, Liuqiang;Li, Bo;Zhu, Weiliang;Huang, Cheng;Li, Yiming;Guo, Fujiang [Medicinal Chemistry Research,2018,vol. 27,# 7,p. 1851 - 1862]
169045-04-9
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74-88-4
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4294-95-5
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