(5-Methoxy-2-nitro-phenyl)-acetic acid

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 670, 1955 DOI: 10.1021/ja01608a039

Synthesis

General procedure for the synthesis of 2-nitro-5-methoxyphenylacetic acid from 5-methoxy-2-nitrophenylacetonitrile: 1 equivalent of 5-methoxy-2-nitrophenylacetonitrile was dissolved in a mixture of acetic acid (AcOH) and concentrated hydrochloric acid (HCl) (1:5, v/v), and the reaction mixture was heated for 4 hr under reflux conditions. Upon completion of the reaction, the target product 2-nitro-5-methoxyphenylacetic acid was extracted with ethyl acetate and the organic phase was dried with anhydrous sodium sulfate (Na2SO4), followed by removal of solvent by rotary evaporator to give the product.

References

[1] Tetrahedron Letters, 2014, vol. 56, # 1, p. 89 - 94
[2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 4, p. 1482 - 1496