Reactions of CH-acids with alpha,beta-unsaturated aldehydes in ionic liquids

Kryshtal, GV; Zhdankina, GM; Astakhova, IV; Zlotin, SG

HERO ID

4096023

Reference Type

Journal Article

Year

2004

Language

English

HERO ID 4096023
In Press No
Year 2004
Title Reactions of CH-acids with alpha,beta-unsaturated aldehydes in ionic liquids
Authors Kryshtal, GV; Zhdankina, GM; Astakhova, IV; Zlotin, SG
Journal Russian Chemical Bulletin
Volume 53
Issue 3
Page Numbers 647-651
Abstract Metal carbonate-catalyzed reactions of CH-acids (diethyl malonate, ethyl acetoacetate, ethyl cyanoacetate, and ethyl 2-acetyl- and 2-ethoxycarbonyl-5,9-dimethyldeca-4,8-dienoates) with alpha,beta-unsaturated aldehydes (acrolein, crotonaldehyde, citral) were studied in an ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate [bmim][PF6], and in a 1-butyl-3-methylimidazolium bromide ([bmim][Br]) - benzene system. The reactions with acrolein and crotonaldehyde afforded Michael addition products, those with citral resulted in Knoevenagel addition products. Sonication increased the yields of the Michael adducts. The ionic liquid [bmim][PF6] can be recovered and repeatedly used in the reactions.
Doi 10.1023/B:RUCB.0000035651.60150.53
Wosid WOS:000223566500022
Url https://www.scopus.com/inward/record.uri?eid=2-s2.0-4043129608&doi=10.1023%2fB%3aRUCB.0000035651.60150.53&partnerID=40&md5=0298bd6ab2a584cf218f9c72b992f9f0
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English
Keyword CH-acids; alpha,beta-unsaturated aldehydes; Michael reaction; Knoevenagel reaction; ionic liquids; ultrasound