Continuous Flow Esterification of a H-Phosphinic Acid, and Transesterification of H-phosphinates and H-Phosphonates under Microwave Conditions

Nóra Zsuzsa Kiss; Réka Henyecz; György Keglevich

doi:10.3390/molecules25030719

Continuous Flow Esterification of a H-Phosphinic Acid, and Transesterification of H-phosphinates and H-Phosphonates under Microwave Conditions

Molecules. 2020 Feb 7;25(3):719. doi: 10.3390/molecules25030719.

Authors

Nóra Zsuzsa Kiss¹, Réka Henyecz¹, György Keglevich¹

Affiliation

¹ Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1111 Budapest, Hungary.

Abstract

The microwave (MW)-assisted direct esterification of phenyl-H-phosphinic acid, transesterification of the alkyl phenyl-H-phosphinates so obtained, and the similar reaction of dibenzyl phosphite (DBP) were investigated in detail, and the batch accomplishments were translated into a continuous flow operation that, after optimization of the parameters, such as temperature and flow rate, proved to be more productive. Alcoholysis of DBP is a two-step process involving an intermediate phosphite with two different alkoxy groups. The latter species are of synthetic interest, as precursors for optically active reagents.

Keywords: H-phosphinates; H-phosphinic acid; H-phosphonates; esterification; microwave flow reactor; transesterification.

MeSH terms

Chemistry Techniques, Synthetic / instrumentation*
Chemistry Techniques, Synthetic / methods*
Drug Industry / methods
Esterification
Microwaves*
Organophosphonates / chemistry*
Phosphinic Acids / chemistry*
Phosphites / chemistry
Temperature

Substances

Organophosphonates
Phosphinic Acids
Phosphites

Grants and funding

K119202/Nemzeti Kutatási Fejlesztési és Innovációs Hivatal