J 2014

New one-pot methods for preparation of cyclohexanecarbonitrile – Green Chemistry metrics evaluation for one-pot and similar multi-step syntheses

ŠIMBERA, Jan, Richard ŠEVČÍK and Pavel PAZDERA

Basic information

Original name

New one-pot methods for preparation of cyclohexanecarbonitrile – Green Chemistry metrics evaluation for one-pot and similar multi-step syntheses

Authors

ŠIMBERA, Jan (203 Czech Republic, belonging to the institution), Richard ŠEVČÍK (203 Czech Republic, belonging to the institution) and Pavel PAZDERA (203 Czech Republic, guarantor, belonging to the institution)

Edition

Green and Sustainable Chemistry, Delaware, USA, Scientific Research Publishing, 2014, 2160-6951

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

United States of America

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

RIV identification code

RIV/00216224:14310/14:00074529

Organization unit

Faculty of Science

DOI

Keywords (in Czech)

Cyclohexanecarbonitrile; One-Pot Synthesis; EcoScale; EATOS; SIS; Synthesis of Organic Molecules; Catalysis; Green and Sustainable Chemistry; Waste Management AT SOURCE.

Keywords in English

Cyclohexanecarbonitrile; One-Pot Synthesis; EcoScale; EATOS; SIS; Synthesis of Organic Molecules; Catalysis; Green and Sustainable Chemistry; Waste Management AT SOURCE.

Tags

Tags

International impact, Reviewed
Změněno: 13/3/2018 11:00, RNDr. Richard Ševčík, Ph.D.

Abstract

V originále

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.

Links

2A-1TP1/090, research and development project
Name: Nové katalyzátory a činidla pro udržitelné zelené syntézy a kombinatoriální syntézy.
Investor: Ministry of Industry and Trade of the CR, New catalysts and reagents for sustainable green syntheses and combinatorial syntheses