Example 10: Synthesis of 4-bromo-3-nitrobenzotrifluoride from 4-chloro-3-nitrobenzotrifluoride (g); [0086] 4-chloro-3-nitrobenzotrifluoride (1 eq.) was synthesized from 4-chloro-3-nitrobenzotrifluoride (1 eq.) with a source of bromide (cuprous bromide, cupric bromide, lithium bromide, or magnesium bromide, 1 eq.) or a mixture of cuprous bromide (1 eq.) with lithium bromide (1 eq.) under the presence of benzyl cyanide, diethylene glycol dimethyl ether ( diethylene glycol dimethyl ether), acetic acid or N-methylpyrrolidone (1 mL/mmol) as solvent, and heated the reaction at 160 °C for 6 h to obtain the target product 4-bromo-3-nitrobenzotrifluoride. Table 11 shows that good selectivity was obtained using different reaction conditions, with the mixture of cuprous bromide and lithium bromide being particularly effective. Comparative experiments showed that the reaction was less effective under solvent-free conditions.
[1] Patent: US6635780, 2003, B1. Location in patent: Page/Page column 12
[2] Patent: US6635780, 2003, B1. Location in patent: Page/Page column 10-11
[3] Patent: US6635780, 2003, B1. Location in patent: Page/Page column 10-11
[4] Patent: US6635780, 2003, B1. Location in patent: Page/Page column 10-12
[5] Patent: US6635780, 2003, B1. Location in patent: Page/Page column 10-11