Methyl 2-bromo-4-(trifluoromethyl)benzoate Chemical Properties

Boiling point:

248.9±40.0 °C(Predicted)

Density 

1.598±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

form 

liquid

color 

Colourless to light yellow

Safety Information

HS Code 

2916399090

Methyl 2-bromo-4-(trifluoromethyl)benzoate Usage And Synthesis

Synthesis

At room temperature and under nitrogen protection, 2 g (7.434 mmol) of 2-bromo-4-trifluoromethylbenzoic acid (CAS: 328-89-2) was dissolved in 20 ml of DMF. Subsequently, 1.13 g (8.177 mmol) of potassium carbonate and 557 μL (8.921 mmol) of iodomethane were sequentially added to this solution. The reaction mixture was stirred overnight under nitrogen atmosphere. After completion of the reaction, the mixture was poured into 300 ml of water and the aqueous layer was extracted with ethyl acetate (2 x 80 ml). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: heptane/ethyl acetate, gradient 0 to 10%) to give 1.75 g (83% yield) of methyl 2-bromo-4-trifluoromethylbenzoate as an orange oil.

References

[1] Synthesis (Germany), 2012, vol. 44, # 14, p. 2173 - 2180
[2] Patent: US2010/197715, 2010, A1. Location in patent: Page/Page column 28
[3] Patent: US2011/53904, 2011, A1. Location in patent: Page/Page column 15
[4] Patent: WO2011/23667, 2011, A1. Location in patent: Page/Page column 26
[5] Patent: US2011/190349, 2011, A1. Location in patent: Page/Page column 10