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2-bromo-3-nitro-4-methylacetophenone synthesis

4synthesis methods
5333-27-7 Synthesis
4-Methyl-3-nitroacetophenone

5333-27-7
148 suppliers
$46.10/5g

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Yield:22019-50-7 99%

Reaction Conditions:

with bromine in dichloromethane at 0 - 20;

Steps:

69

Example 692-bromo-1-(4-methyl-3-nitro-phenyl)ethanoneA solution of 1 -(4-methyl-3-nitro-phenyl)ethanone (Sigma-Aldrich, 25.08 g, 0.14 mol) in CH2CI2 (269 mL) is cooled to 0 °C. To this is added bromine (7.17 mL, 0.14 mol) at 0 °C with stirring. The reaction mixture is allowed to warm slowly to rt over a total of 90 minutes. Ice water (500 mL) is added, organics are collected and aqueous layer is extracted with CH2CI2 (2 x 250 mL). The organic layers are combined, washed with water, dried with Na2S04 and concentrated to give the title compound (36.1 g, 99% yield). LCMS m/z = 258.3, 260.2[M+H]+, fR = 2.39 min.

References:

WO2012/88411,2012,A1 Location in patent:Page/Page column 67

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