ChemicalBook CAS DataBase List 2-BROMO-5-METHYL-4-NITROANISOLE

2-BROMO-5-METHYL-4-NITROANISOLE synthesis

9synthesis methods

Product Name:2-BROMO-5-METHYL-4-NITROANISOLE
CAS Number:861076-28-0
Molecular formula:C8H8BrNO3
Molecular Weight:246.06

67-56-1 Synthesis

67-56-1
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$7.29/5ml-f

224185-19-7 Synthesis

224185-19-7
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$7.00/1g

861076-28-0
58 suppliers
$79.00/250 mg

Yield: 87.8%

Reaction Conditions:

Stage #1:methanol with sodium at 0; for 0.5 h;
Stage #2:3-bromo-4-fluoro-6-methylnitrobenzene at 30; for 2 h;

Steps:

28
1-Bromo-2-methoxy-4-methyl-5-nitrobenzene Na (351 mg, 15.28 mmol) was added into CH₃OH (20 mL) and the resulting mixture was stirred at 0 °C for 30 min. 1-Bromo-2-fluoro-4-methyl-5- nitrobenzene (3.25 g, 13.89 mmol) was added to the mixture and then stirred at 30 °C for 2 h. The solvent was removed and the residue was dissolved in H₂O, extracted with ethyl acetate. The organic layer was washed with brine, dried over Na₂SO₄ and concentrated in vacuo. The residue was purified by column chromatography on silica gel (ethyl acetate/petroleum ether = 1:50) to yield the product as a white solid (3.0 g, 87.8% yield).

References:

ARAXES PHARMA LLC;LI, Liansheng;FENG, Jun;WU, Tao;REN, Pingda;LIU, Yi;LIU, Yuan;LONG, Yun, Oliver WO2015/54572, 2015, A1 Location in patent:Page/Page column 247