Patent Watch

June 30, 2014

Patent Watch is on vacation. Here is a significant item from the past year. 

Synthesize high-purity 2,2-difluoroethylamines in two steps. N. Lui and S. Antons disclose a process for producing 2,2-difluoroethylamines that are key intermediates in the synthesis of agrochemicals, particularly insecticides. A related patent that covers 2,2-difluoroethylamine synthesis by amide hydrogenation has been reviewed previously (Turner, K. Org. Process Res. Dev. 2013, 1715–27).

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In the second step, 3 is hydrogenated with H2/Raney Ni or NaBH4. These procedures give 4 in 96.7% yield with 99% purity and 86% yield with 93% purity, respectively. 1H NMR data for 3 and 4 are provided.

In summary, the two-step process gives high yields of very pure products without complex workup and purification procedures. (Bayer Cropscience AG [Monheim, Germany]. US Patent 8,637,673, Jan. 28, 2014; Keith Turner)

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