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ChemicalBook CAS DataBase List METHYL-2-METHOXY-3-NITROBENZOATE
90564-26-4

METHYL-2-METHOXY-3-NITROBENZOATE synthesis

6synthesis methods
-

Yield: 98%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20 - 60; for 1 h;

Steps:

18.1; 315.1
[00223j To a solution of methyl 2-hydroxy-3-nitrobenzoate (10 g, 50.7 mmol) indimethylformamide (100 mL) at room temperature was added potassium carbonate (14.02g, 101 mmol) followed by addition of methyl iodide (6.34 mL, 101 mmol) and the resulting orange mixture was heated to 60 °C for 1 h. The reaction was cooled to room temperature and added to crushed ice ( 100 mL) and then further diluted with water to a total volume of400 mL causing a nice yellow solid to crystallize. The solid wascollected by vacuum filtration and the resulting initially yellow solid was rinsed withadditional water ( 100 mL) until all of the yellow color was rinsed into the filtrate givinga near white solid in the funnel. Partially air-dried solid in funnel then transferred to around-bottomed flask and further dried under vacuum overnight to afford 10.5 g (98%) ofa yellow solid as the desired product. LCMS MH+ 212.

References:

Location in patent:Paragraph 00223; 00242

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