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ChemicalBook CAS DataBase List Methyl 4-bromo-3-methylbenzoate
148547-19-7

Methyl 4-bromo-3-methylbenzoate synthesis

5synthesis methods
Methanol

67-56-1

4-Bromo-3-methylbenzoic acid

7697-28-1

Methyl 4-bromo-3-methylbenzoate

148547-19-7

To a concentrated solution of 4-bromo-3-methylbenzoic acid (3 g, 13.19 mmol) in methanol (15 ml) was added concentrated sulfuric acid (catalytic amount). The reaction mixture was heated to reflux for 14 hours and subsequently cooled to 0°C. The reaction mixture was neutralized with saturated sodium bicarbonate solution and the precipitated solid product was collected by filtration. The crude product was purified by silica gel column chromatography to afford methyl 4-bromo-3-methylbenzoate (3.1 g, 97% yield) as a white solid.

-

Yield:148547-19-7 97%

Reaction Conditions:

with sulfuric acid in methanol for 14 h;Reflux;

Steps:

1.22
To a solution of 4-Bromo-3-methyl-benzoic acid (3 g, 13.19 mmol) in MeOH (15 ml) was added conc. H2SO4 (0.6 ml). The mixture was refluxed for 14 h, cooled to 0° C., nuetralized with saturated NaHCO3, and filtered to give a solid. This material was purified by column chromatography to give 4-Bromo-3-methyl-benzoic acid methyl ester (3.1 g, 97%) as a white solid.

References:

Alam, Muzaffar;Du Bois, Daisy Joe;Hawley, Ronald Charles;Kennedy-Smith, Joshua;Minatti, Ana Elena;Palmer, Wylie Solang;Silva, Tania;Wilhelm, Robert Stephen US2011/71150, 2011, A1 Location in patent:Page/Page column 33

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