Sustainable Synthesis of Amides from Ethyl 3-(4-Hydroxyphenyl) Propionate

Author(s)

Lima, Rafaely N. ^[1] ; de L. L. Vaz, Artur ^[2] ; Clososki, Giuliano C. ^[2] ; Porto, Andre L. M. ^[1]

Affiliation

^[1] Univ Sao Paulo, Inst Quim Sao Carlos, Av Joao Dagnone 1100, BR-13563120 Sao Carlos, SP - Brazil

^[2] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, Av Cafe S-N, BR-14040903 Ribeirao Preto, SP - Brazil

• Document type: Journal article
• Source: CHEMISTRYSELECT; v. 6, n. 13, p. 3271-3276, APR 8 2021.
• Web of Science Citations: 0

Abstract

Biocatalytic methods have shown to be a versatile choice for obtaining a large number of organic compounds under a non-natural reaction condition. Another efficient approach is the continuous-flow system, which when combined with enzyme catalysis can make the process even more environmentally friendly. Based on this, amides from ethyl 3-(4-hydroxyphenyl) propanoate were obtained, catalyzed by Lipase B of Candida Antarctica (CAL-B) (41 %-75 %, 6-24 h) or in a free solvent/catalyst system (69-99 %, 72 h). The efficiency of amide synthesis was improved using a continuous-flow system, reducing the reaction time to 10 min of residence in presence of CAL-B. These results represent a contribution to the sustainable synthesis of compounds with cosmetic potential and pharmacological properties. (AU)

• FAPESP's process: 14/18257-0 - New approaches in biocatalytic reactions
• Grantee: Andre Luiz Meleiro Porto
• Support Opportunities: Regular Research Grants
• FAPESP's process: 18/14150-8 - Selective aromatic functionalization: Methodological Studies and new applications in the synthesis of BIOATIVE compounds
• Grantee: Giuliano Cesar Clososki
• Support Opportunities: Regular Research Grants
• FAPESP's process: 16/12718-1 - Application and development of continuous flow processes in the synthesis of fentanylic opioids
• Grantee: Artur de Lara Lima Vaz
• Support Opportunities: Scholarships in Brazil - Doctorate (Direct)