ChemicalBook CAS DataBase List METHYL 4-BROMO-3-METHOXYBENZOATE

METHYL 4-BROMO-3-METHOXYBENZOATE synthesis

9synthesis methods

Product Name:METHYL 4-BROMO-3-METHOXYBENZOATE
CAS Number:17100-63-9
Molecular formula:C9H9BrO3
Molecular Weight:245.07

106291-80-9

77-78-1

17100-63-9

Step B. Synthesis of methyl 4-bromo-3-methoxybenzoate Methyl 4-bromo-3-hydroxybenzoate (27 mmol), potassium carbonate (33 mmol) and dimethyl sulfate (32 mmol) obtained from Step A were dissolved in acetone (40 mL) under nitrogen protection. The reaction mixture was heated to reflux temperature and stirred for 3 hours. After completion of the reaction, the mixture was cooled and the reaction was quenched by slowly adding 5 mL of water. Subsequently, the acetone was removed by rotary evaporator and diluted by adding 30 mL of water. The product in the aqueous phase was extracted with dichloromethane (3 × 20 mL). The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford the title compound methyl 4-bromo-3-methoxybenzoate (6.5 g, 99% yield) as a white crystalline solid.

106291-80-9
178 suppliers
$8.00/250mg

77-78-1
322 suppliers
$22.00/25g

17100-63-9
130 suppliers
$9.00/250mg

Yield:17100-63-9 99%

Reaction Conditions:

with potassium carbonate in acetone; for 3 h;Heating / reflux;

Steps:

35.B

Step B. Methyl 4-bromo-3-methoxybenzoate A solution of methyl 4-bromo-3-hydroxybenzoate of Step A (27 mmol), potassium carbonate (33 mmol), and dimethyl sulfate (32 mmol) in acetone (40 mL) was stirred at reflux temperature under nitrogen atmosphere for three hours. The mixture was cooled and 5 mL of water was added. The acetone was evaporated and 30 mL of water was added. The product was extracted into dichloromethane. The organic solution was dried over anhydrous magnesium sulfate, filtered and evaporated to give the title compound (6.5 g, 99%) as a hard, white crystalline solid.

References:

US2006/199806,2006,A1 Location in patent:Page/Page column 23

106291-80-9
178 suppliers
$8.00/250mg