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An Alternative Solvent‐Free Synthesis of Nopinone under Ball‐Milling Conditions: Investigation of Reaction Parameters
Author(s) -
Szuppa Tony,
Stolle Achim,
Ondruschka Bernd,
Hopfe Wieland
Publication year - 2010
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201000122
Subject(s) - potassium permanganate , ball mill , grinding , yield (engineering) , solvent , selectivity , chemistry , permanganate , mechanochemistry , chemical engineering , metallurgy , materials science , inorganic chemistry , organic chemistry , catalysis , engineering
A new method for the oxidative cleavage of β‐pinene ( 1 ) yielding nopinone ( 2 ) with potassium permanganate as oxidant under solvent‐free conditions was established. The reaction was performed in a conventional ball mill with use of a grinding auxiliary. The auxiliary has the ability to sorb liquid reactants such as 1 on its surface to make liquid(s) accessible for mechanical impact. Different reaction parameters and technical variables were assessed concerning their influence on yield and selectivity of 2 . Different chemical parameters such as oxidants, grinding auxiliaries, and quantities were investigated. Also tuning parameters including milling time, rotation frequency, and number of milling balls were explored.