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Reduction of cholorophenols (1a-1f), chlorobenzoic acids (3a-3g), and 5-chlorosalicylic acid (5) was carried out with Raney Co-Al alloy in an alkaline solution under various conditions in order to fin...d best conditions for formation of phenol (2), benzoic acid (4), and salicylic acid (6) from the corresponding chlorinated compounds. It was found that 2, 4, and 6 were obtained in good yield from 1a-1f, 3a-3g, and 5 by the reduction with Raney Co-Al alloy in 10%NaOH solution, respectively. Although 3b was not reduced by the treatment with Raney Co-Al alloy in 10%Na_2CO_3 solution, but in a mixture of 10%NaOH and 10%Na_2CO_3 solutions with the same alloy, 4 was formed in good yield from 3b. This finding suggests that the reduction in the mixed alkaline solutions should be a convenient method for the preparation of deuteriated aromatic compounds from the corresponding chlorinated ones since NaOD solution is more expensive than Na_2CO_3 solution.続きを見る
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