Monoalkylation under phase transfer of malonic ester catalysis conditions: Specifics of the kinetics and reaction mechanism

Kotova, TP; Panicheva, LP; Panichev, SA; Belyatskii, MK

HERO ID

4937152

Reference Type

Journal Article

Year

2004

HERO ID 4937152
In Press No
Year 2004
Title Monoalkylation under phase transfer of malonic ester catalysis conditions: Specifics of the kinetics and reaction mechanism
Authors Kotova, TP; Panicheva, LP; Panichev, SA; Belyatskii, MK
Journal Petroleum Chemistry
Volume 44
Issue 2
Page Numbers 114-118
Abstract The kinetics of the monoalkylation reaction of malonic ester with allyl chloride in two-phase systems containing a potassium hydroxide aqueous solution or the solid alkali in the presence of phase transfer catalysts of different nature was studied. The reaction mechanism under phase transfer catalysis conditions was proposed, which includes substrate deprotonation at the interface, transfer of the deprotonated substrate anion into the organic phase, and its alkylation in the organic phase. It was found that the mechanism of the action of phase transfer catalysts in two-phase systems of various types is similar in character and the effectiveness of their action is primarily determined by their ability to transfer or displace the deprotonated substrate anion from the interface to the organic phase.
Wosid WOS:000220999700009
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Dupe Override No
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