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Non-catalytic Oppenauer oxidation of alcohols in supercritical water by Pengyu Wang; Xuetang Shi; Koichi Kataoka; Yasuhide Maeda; Kazuya Kobiro is a Engineering article available to read on EtoBox.

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a b s t r a c t Non-catalytic Oppenauer oxidation was applied for alcohols, such as benzyl alcohol (4) and benzhydrol (1), in the presence of an excess amount of carbonyl compound, formaldehyde (5a), as an oxidant with and without water. Oppenauer oxidation took place in both reactions of 4 and 1 to afford the oxidation products, benzaldehyde (6) (95%) and benzophenone (2) (64%), concomitant with relatively small amounts of reduction products, toluene (7) (1%) and diphenylmethane (3) (13%), respectively, at 400 • C for 10 min without water in an SUS 316 batch-type tubular reactor. Lower yields of oxidation products 6 (68%) and 2 (30%) were obtained in supercritical water under the conditions of 400 • C, 10 min, and 0.35 g/mL water density, while the formation of the reduction products 7 and 3 was completely suppressed. Thus, water was indispensable for the clean and highly selective Oppenauer oxidation of 4 and 1 to yield 6 and 2.

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Author

Pengyu Wang; Xuetang Shi; Koichi Kataoka; Yasuhide Maeda; Kazuya Kobiro

Publisher

Elsevier Science; Elsevier ; Elsevier BV (ISSN 0896-8446)

Published

2010

Language

EN

Field

Engineering (Physical Sciences)