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1007455-29-9

Methyl 6-cyano-2-fluoro-3-methoxybenzoate synthesis

3synthesis methods
-

Yield:1007455-29-9 84%

Reaction Conditions:

in N,N-dimethyl-formamide at 150; for 3 h;

Steps:



6-Cyano-2-fluoro-3-methoxy-benzoic acid methyl esterTo a solution of 6-Bromo-2-fluoro-3-methoxy-benzoic acid methyl ester (8.0 g, 30.41 mmol) in DMF (35 mL) was added CuCN (5.4 g, 60.83 mmol) and was then heated at 15O0C for 3 hours. The mixture was cooled down to room temperature, neutralized with saturatedNH4CI (50 mL) and extracted with dichloromethane (300 mL). The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated. The residue was_.chjpmatograp_hed on silica gel using 25% ethyl acetate/ hexane to give 6-Cyano-2-fluoro-3- methoxy-benzoic acid methyl ester (5.3 g, 84 % yield). 1H NMR (400 MHz, CDCI3): δ 7.52 (d,1H), 7.13 (m, 1H), 4.02 (s, 3H), 3.98 (s, 3H)

References:

WO2008/20306,2008,A2 Location in patent:Page/Page column 31-32