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ChemicalBook CAS DataBase List 2-Methoxy-N-methylbenzamide
3400-35-9

2-Methoxy-N-methylbenzamide synthesis

10synthesis methods
-

Yield:3400-35-9 64%

Reaction Conditions:

with potassium hydroxide in dimethyl sulfoxide at 20; for 16 h;

Steps:

3.5 4.2. Typical procedure for the synthesis of 2aa

General procedure: A mixture of 2-fluorobenzamide (1a, 69.5 mg, 0.5 mmol), MeOH (ca. 32.0 mg, 1.0 mmol), KOH (56.0 mg, 1.0 mmol) and DMSO (2.0 mL) in a 25 mL screw-capped thick-walled Pyrex tube was stirred at room temperature for 16 h, and then water (10 mL) was added to the reaction mixture with stirring, and the mixture was extracted with ethyl acetate three times (3 * 10 mL). The combined organic phases were dried over Na2SO4 overnight. The filtered solution was concentrated under reduced pressure, and the crude residue was purified by column chromatography on silica gel with the use of petroleum ether/ethyl acetate/trimethylamine (gradient mixture ratio from 6:1:0.05 to 2:1:0.05 in volume) to afford 2aa as a white solid in 80% yield (60.7 mg).

References:

Su, Ji;Chen, Qian;Lu, Le;Ma, Yuan;Auyoung, George Hong Lok;Hua, Ruimao [Tetrahedron,2018,vol. 74,# 2,p. 303 - 307] Location in patent:supporting information