2019, №4

сс. 34-41

«One-Pot» Technique for Transformation of the Aporphine Alkaloid Boldine to Phenanthrene Seco-Boldine by Subcritical Water

2019, №4

сс. 34-41

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A.V. Lekar, E.V. Maksimenko, S.N. Borisenko, S.S. Khizrieva, N.I. Borisenko, V.I. Minkin

Key words: «one-pot», aporphine alkaloids, boldine, seco-boldine, subcritical water, phenanthrene alkaloids, HPLC, NMR

A «one-pot» method was developed and studied for the production of phenanthrene
seco-boldine from the aporphine plant alkaloid boldine in a medium of subcritical
water. The effectiveness of the proposed method for producing seco-boldine in a medium
of subcritical water was studied in the temperature range from 100 to 230 °C. It has
been established that the “one-pot” technique in the environment of subcritical water
makes it possible to achieve a quantitative yield of seco-boldine in one step, without
using any catalytic additives. The structure of the obtained product was confirmed by
NMR-spectrometry and ESI MS-spectrometry. The proposed technique does not require
the use of expensive and toxic organic solvents. The time-consuming of the proposed
approach to producing seco-boldine is 30 minutes, which allows us to move on to the
development of environmentally friendly low cost technologies for the production of
seco-boldine in medium of subcritical water.

doi:10.1134/S199079312007012X