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ChemicalBook CAS DataBase List 3-methoxy-4-nitrophenol

3-methoxy-4-nitrophenol synthesis

15synthesis methods
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Yield: 95%

Reaction Conditions:

Stage #1:4-fluoro-2-methoxy-1-nitrobenzene with water;sodium hydroxide in dimethyl sulfoxide at 80; for 20 h;
Stage #2: with hydrogenchloride in water;dimethyl sulfoxide; pH=5 at 20;

Steps:

132.A
To a solution of 4-fluoro-2-methoxy-1-nitrobenzene (Combi-blocks, 3.4 g, 19.9 mmol) in DMSO (40 mL) was added an aqueous solution (1N) of NaOH (40 mL, 40 mmol). The reaction mixture was heated at 80° C. for 20 h. The mixture was cooled to room temperature, and the "pH” of the solution was adjusted to 5 by aqueous HCl solution. The mixture was extracted with ethyl acetate three times. The combined organic extract was washed with water, brine, dried over MgSO4, and concentrated to give 3-methoxy-4-nitrophenol as a light yellow solid (3.2 g, 95%).

References:

Bartkovitz, David Joseph;Chu, Xin-Jie;Ding, Qingjie;Graves, Bradford James;Jiang, Nan;Zhang, Jing;Zhang, Zhuming US2011/130398, 2011, A1 Location in patent:Page/Page column 60