New one-pot methods for preparation of cyclohexanecarbonitrile – Green Chemistry metrics evaluation for one-pot and similar multi-step syntheses
| Authors | |
|---|---|
| Year of publication | 2014 |
| Type | Article in Periodical |
| Magazine / Source | Green and Sustainable Chemistry |
| MU Faculty or unit | |
| Citation | |
| Web | http://dx.doi.org/10.4236/gsc.2014.42011 |
| Doi | http://dx.doi.org/10.4236/gsc.2014.42011 |
| Field | Organic chemistry |
| Keywords | Cyclohexanecarbonitrile; One-Pot Synthesis; EcoScale; EATOS; SIS; Synthesis of Organic Molecules; Catalysis; Green and Sustainable Chemistry; Waste Management AT SOURCE. |
| Description | Three new multi-step one-pot processes for high-yielding cyclohexanecarbonitrile synthesis starting from cyclohexanone were developed for industrial application. In contrast to the current synthetic process all of the processes described were designed to proceed completely in methanol as a uniform solvent and the key oxidation step can be realized either as stoichiometric or catalytic. Atom efficiency of processes is rel-atively advanced with high regioselectivity, reaction by-products are either from environmental pool – carbon dioxide and nitrogen or they can be reused – sodium chloride. Solvent – methanol and other aux-iliaries – cyclohexane, copper catalyst can be reused after recycling as well. EcoScale for all three designed processes was evaluated and compared with current synthesis described in the past. Green chemistry metrics, including newly introduced evaluative tool – Sustainability Index of the Synthesis (SIS), were applied to evaluate design of described one-pot syntheses. |
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