Convenient and efficient N-methylation of secondary amines under solvent-free ball milling conditions - Publikacja - MOST Wiedzy

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Convenient and efficient N-methylation of secondary amines under solvent-free ball milling conditions

Abstrakt

In the present work, we report the development of a rapid, efcient, and solvent-free procedure for the N-methylation of secondary amines under mechanochemical conditions. After optimization of the milling parameters, a vibrational ball mill was used to synthesize 26 tertiary N-methylated amine derivatives in a short time of 20 min (30 Hz frequency) and high yields ranging from 78 to 95%. An exception was compounds having a hydroxyl group in their structure, for which a decrease in reaction efciency was observed. During our research, we investigated alternate reaction selectivity occurring in compounds able to form ring closure products that are 3,4-dihydro-2H-1,3-benzoxazine derivatives instead of N-methylated products. The liquid-assisted grinding technique has been applied using formalin as a methylating agent and sodium triacetoxyborohydride as a reducing agent in a reductive amination reaction.

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Informacje szczegółowe

Kategoria:
Publikacja w czasopiśmie
Typ:
artykuły w czasopismach
Opublikowano w:
Scientific Reports nr 14,
ISSN: 2045-2322
Język:
angielski
Rok wydania:
2024
Opis bibliograficzny:
Walter M., Ciupak O., Biernacki K., Rachoń J., Witt D., Demkowicz S.: Convenient and efficient N-methylation of secondary amines under solvent-free ball milling conditions// Scientific Reports -Vol. 14, (2024), s.8810-
DOI:
Cyfrowy identyfikator dokumentu elektronicznego (otwiera się w nowej karcie) 10.1038/s41598-024-59374-z
Źródła finansowania:
  • IDUB
Weryfikacja:
Politechnika Gdańska

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