General/Typical Procedure: As an illustrative Example of the deoxygenation procedure, benzophenone (0.499 g, 2.74 mmol) was refluxed in a magnetically stirred suspension of Raney nickel (2.5 g) in 2-propanol (10 mL) for 1 h with the container open to the atmosphere. After cooling to room temperature, the organic layer was decanted from the Raney nickel and the catalyst was washed with 2-propanol (3×10 mL). Raney nickel is paramagnetic and clings to the magnetic stir bar, which facilitates decantation. The combined organic layers were filtered through celite and concentrated by rotary evaporation. Its spectral data (NMR, MS) were identical to those of authentic diphenylmethane. Entry 1 Diphenylmethane Table 1. Deoxygenation of aryl ketones by treatment with Raney nickel in refluxing 2-propanol Entry 7 Ethylbenzene Yield 100%b.
From Synthetic Communications, 41(19), 2927-2931; 2011
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