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ChemicalBook CAS DataBase List Methyl 2-broMo-4-fluoro-6-Methylbenzoate
1262396-04-2

Methyl 2-broMo-4-fluoro-6-Methylbenzoate synthesis

5synthesis methods
-

Yield:1262396-04-2 100%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20; for 23 h;

Steps:

1.e

Step eMethyl 2-bromo-4-fluoro-6-methylbenzoateA mixture of 2-bromo-4-fluoro-6-methylbenzoic acid (1.94 g, 8.33 mmol), anhydrous potassium carbonate (1.72 g,12.5 mmol), iodomethane (2.36 g, 17 mmol) in N,N-dimethylformamide (15 mL) was vigorously stirred for 23 hours at20 0C. The suspension was poured into 70 mL of water. A heavy liquid separated. The product was extracted with ethyl acetate (4 x 25 mL). The organic phase was washed with water (5 x 20 mL), brine (2 x 20 mL), dried with sodium sulfate, filtered and concentrated to give 2.07 g (100 %) of pure ester. 1H NMR (400 MHz, CDCI3) δ ppm 7.18(dd, 3JH-F = 8.1 Hz, 4JH-H = 2.4 Hz, 1H, Ar), 6.91 (dd, 3JH-F = 9.0 Hz, 4JH-H = 2.2 Hz, 1H, Ar), 3.96 (s, 3H, OCH3), 2.35(s, 3H, CH3).

References:

WO2011/6803,2011,A1 Location in patent:Page/Page column 35-36