Methyl 3-bromo-5-iodobenzoate Chemical Properties

Melting point:

62.0-63.0 °C

Boiling point:

334.5±32.0 °C(Predicted)

Density 

2.059±0.06 g/cm3(Predicted)

storage temp. 

RT, protect from light

form 

Powder

Appearance

White to off-white Solid

Safety Information

HS Code 

2916399090

Methyl 3-bromo-5-iodobenzoate Usage And Synthesis

Synthesis

(a) Synthesis of methyl 3-bromo-5-iodobenzoate: In a dry reaction flask, 3-bromo-5-iodobenzoic acid (15 g, 45.9 mmol) was dissolved in a solvent mixture of tetrahydrofuran (20 mL) and N,N-dimethylformamide (75 mL). Sodium carbonate (9.7 g, 92 mmol) and iodomethane (5.7 mL, 92 mmol) were then added. The reaction mixture was stirred at room temperature for 20 hours. After completion of the reaction, most of the solvent was removed by concentration under reduced pressure. The residue was extracted with ethyl acetate and washed sequentially with water, saturated aqueous sodium bicarbonate solution and brine. The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound methyl 3-bromo-5-iodobenzoate. Yield: 15 g (99% yield).

References

[1] Patent: WO2010/103279, 2010, A1. Location in patent: Page/Page column 126
[2] Patent: WO2010/103297, 2010, A2. Location in patent: Page/Page column 71

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