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Methyl 6-bromo-2-fluoro-3-methylbenzoate synthesis
- Product Name:Methyl 6-bromo-2-fluoro-3-methylbenzoate
- CAS Number:1437780-03-4
- Molecular formula:C9H8BrFO2
- Molecular Weight:247.06
Yield:1437780-03-4 94.9%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 20; for 3 h;
Steps:
1.39.2 Preparation of methyl 6-bromo-2-fluoro-3-methylbenzoate
To a suspension of 6-bromo-2-fluoro-3-methylbenzoic acid (9.26 g, 39.74 mmol) and K2CO3 (5.48 g, 39.74 mmol) in DMF (50 mL) was added dropwise MeI (3.47 g, 59.61 mmol) at room temperature. The mixture was stirred for 3 h until TLC analysis indicated the disappearance of the acid. The mixture was extracted three times with ethyl acetate. The combined extracts were washed with water and brine, dried over with anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel eluted with PE-EA (20:1) to give 6-bromo-2-fluoro-3-methylbenzoate (9.3 g, 94.9%) as light yellow oil. 1H NMR (500 MHz, DMSO-d6) δ 7.467 (d, J=8.0 Hz, 1H), 7.405 (t, J=8.0 Hz, 1H), 3.910 (s, 3H), 2.229 (s, 3H) ppm.
References:
US2013/131016,2013,A1 Location in patent:Paragraph 0403; 0404
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51436-99-8
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1437780-03-4
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