Dimethylformamide → 4-Bromo-1-(n-butoxymethyl)-2-(p-chlorophenyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile

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A stirred mixture of 4-bromo-2- (p-chlorophenyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile (17.4 g, 0.05 mole), di-(n-butoxy)methane (12.0 g, 0.075 mole and dimethylformamide (DMF) (4.6 g, 0.063 mole) in xylenes, under N2, is treated with phosphorous oxychloride (9.6 g, 0.063 mole) portion-wise at 30°-37° C. over a 10 minute period, heated at 45°-50° C. for 0.75 hour, cooled to 35° C., treated dropwise with triethylamine (8.1 g, 0.08 mole) over a 0.25 hour period and heated at 45°-50° C. for an additional 0.75 hour. The reaction mixture is then cooled to 25° C., treated with water and additional xylenes and stirred for 0.5 hour. The phases are separated and the organic phase is concentrated in vacuo to give the title product as a light brown solid, mp 52.0°-53.5° C., 20.6 g, 94.6% yield identified by H1NMR and mass spectral analyses.

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