Methyl 2-bromo-4-(trifluoromethyl)benzoate

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Methyl 2-bromo-4-(trifluoromethyl)benzoate Basic information
Product Name:Methyl 2-bromo-4-(trifluoromethyl)benzoate
Synonyms:2-Bromo-4-(trifluoromethyl)benzoic acid methyl ester;2-bromo-4- (trifluoromethyl) benzoate;Methyl 2-bromo-4-(trifluoromethyl);Methyl 2-bromo-4-(trifluoromethyl)benzoate;2-broMo-4-trifluoroMethylMethyl benzoate;Benzoic acid, 2-bromo-4-(trifluoromethyl)-, methyl ester
CAS:1214334-90-3
MF:C9H6BrF3O2
MW:283.04
EINECS:816-454-5
Product Categories:
Mol File:1214334-90-3.mol
Methyl 2-bromo-4-(trifluoromethyl)benzoate Structure
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
MSDS Information
Methyl 2-bromo-4-(trifluoromethyl)benzoate Usage And Synthesis
Synthesis
2-bromo-4-(trifluoromethyl)benzoic acid

328-89-2

Iodomethane

74-88-4

Methyl 2-bromo-4-(trifluoromethyl)benzoate

1214334-90-3

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
Methyl 2-bromo-4-(trifluoromethyl)benzoate Preparation Products And Raw materials
Raw materials2-bromo-4-(trifluoromethyl)benzoic acid-->Iodomethane-->N,N-Dimethylformamide-->Potassium carbonate
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