The Continuous Catalytic Debenzylation of 1,4-Dibenzyloxybenzene with H2 in THF Expanded with High Pressure CO2

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• 作者：Geoffrey R. Akien ; Jean-Christophe Legeay ; Andrew Wells ; Martyn Poliakoff
• 刊名：Organic Process Research & Development
• 出版年：2010
• 出版时间：September 17, 2010
• 年：2010
• 卷：14
• 期：5
• 页码：1202-1208
• 全文大小：263K
• 年卷期：v.14,no.5(September 17, 2010)
• ISSN：1520-586X

文摘

The continuous debenzylation of 1,4-dibenzyloxybenzene (1a) with H₂ and supported Pd catalysts has been studied in high-pressure CO₂ + tetrahydrofuran. A range of parameters and catalysts have been tested, with one of the most successful results giving 86% conversion and 86% selectivity to the monodebenzylated product, 1,4-(benzyloxy)phenol (2a). In the absence of CO₂, the reaction was unselective with no formation of 2a. When complete debenzylation was required, the best catalyst was 5% Pd supported on Deloxan APII, giving quantitative yields of hydroquinone (3), the completely debenzylated product, at temperatures as low as 50 °C. This Deloxan-supported catalyst was also substantially active at only 30 °C.