Sodium Bicarbonate → 4-[5-(3,5-Dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-2-trifluoromethyl benzoic acid methyl ester

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Reaction Conditions

Reaction Steps

To a solution of 4-(chloro(hydroxyimino)methyl)-2-trifluoromethyl-benzoic acid methyl ester (Example I12) (4.21 g) in isopropanol (100 ml) was added sequentially sodium hydrogen carbonate (2.90 g) and 1,3-dichloro-5-(1-trifluoromethyl-vinyl)-benzene (4.22 g) (prepared according to WO 2005/085216). The reaction mixture was stirred at 60° C. for 16 hours. The isopropanol was removed by distillation. The residue was purified over silica gel (eluent: ethyl acetate/heptane gradient from 0:1 to 2:3) to give 4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-trifluoromethyl-benzoic acid methyl ester (4.30 g). 1H-NMR (CDCl3, 400 MHz): 8.00-7.44 (m, 6H), 4.12 (d, 1H), 3.96 (s, 3H), 3.74 (d, 1H).

Provenance & Evidence