Synthesis of n-butyl ester and n-butylamide of methyl-phenylphosphinic acid: Two case studies

ABSTRACT

n-Butyl methyl-phenylphosphinate and methyl-phenylphosphinic n-butylamide were synthesized by different methods: the reaction of methyl-phenylphosphinic chloride with ⁿBuOH or ⁿBuNH₂, respectively, the T3P®-promoted derivatization of methyl-phenylphosphinic acid with ⁿBuOH or ⁿBuNH₂, the microwave-assisted direct esterification of the model phosphinic acid, and finally the alkylating esterification with n-butyl bromide under phase-transfer-catalytic and microwave-assisted conditions. The different methods, mostly elaborated by us, were compared from practical and environmentally friendly points of view.

GRAPHICAL ABSTRACT

KEYWORDS:

• Amidation
• esterification
• microwave
• phase transfer catalysis
• phosphinic acid
• T3P® reagent