Selective hydrogenation of benzyl cyanide to 2-phenylethylamine over a Pd/Al2O3 catalyst promoted by synergistic effects of CO2 and water

Bhosale Ashvini; Yoshida Hiroshi; Fujita Shin-ichiro; Arai Masahiko

タイトル	en Selective hydrogenation of benzyl cyanide to 2-phenylethylamine over a Pd/Al2O3 catalyst promoted by synergistic effects of CO2 and water
作成者	en Bhosale, Ashvini en Yoshida, Hiroshi NRID 1000020027410 en Fujita, Shin-ichiro NRID 1000080156869 en Arai, Masahiko NRID 1000060125490
アクセス権	open access
主題	NDC 571
内容注記	Abstract en The selective hydrogenation of benzyl cyanide (BC) to the primary amine of 2-phenylethylamine (PEA) was investigated with a Pd/Al2O3 catalyst in different multiphase reaction media including n-hexane, water, and/or CO2. In neat n-hexane, the hydrogenation of BC occurs at a large rate but no PEA was formed and the secondary amine of N, N-bis(2-phenylethyl) amine (BPEA) was produced as the main product. The pressurization of n-hexane with CO2 decreased the rate of hydrogenation and the main product was BPEA. In this n-hexane-CO2 medium, the catalyst lost its activity during the reaction. When a similar volume of water was added to n-hexane, the rate of hydrogenation did not change so much but a small amount of the primary amine was detected to form in addition to the main product of BPEA. In contrast to these reaction media, a high PEA selectivity of > 90% was obtained and no catalyst deactivation occurred in an n-hexane-water-CO2 medium. The rate of hydrogenation was smaller than that in neat n-hexane but comparable to those in n-hexane-water and n-hexane-CO2 media. Those results show that synergistic effects appear on the selective hydrogenation of BC to PEA when both water and CO2 are included in the reaction medium. Possible roles and actions of water and CO2 have been discussed on the basis of the results of hydrogenation runs under different conditions and in situ ambient and high pressure Fourier transform infrared spectroscopy measurements that give insights into molecular interactions of CO2 with reacting species.
出版者	en Royal Soc Chemistry
日付	Issued2015-02-01
言語	eng
資源タイプ	journal article
出版タイプ	AM
資源識別子	HDL http://hdl.handle.net/2115/60233
関連	isVersionOf DOI https://doi.org/10.1039/c4gc02118e
収録誌情報	PISSN 1463-9262 en Green Chemistry 巻17 号2 開始ページ1299 終了ページ1307
ファイル	fulltext Final version for Green Chemistry.pdf 862.14 KB (application/pdf) Issued2015-02-01
コンテンツ更新日時	2023-07-26