135578-08-4Relevant academic research and scientific papers
MELDRUM'S ACID - A REAGENT FOR THE SYNTHESIS OF UNSATURATED γ-LACTONES AND β-ACYLACRYLIC ACIDS
Zav'yalov, S. I.,Zavozin, A. G.,Kravchenko, N. E.
, p. 1090 - 1092 (1991)
The thermal cyclization of 2,2-dimethyl-5-(2-aryl-2-oxoethyl)-1,3-dioxan-4,6-diones forms 5-aryl-β,γ-butenolides.Regioselective chlorination of 2,2-dimethyl-5--1,3-dioxane-4,6-diones by SO2Cl2 gives the 5-chloro derivatives, thes
ALKYLATION STUDIES WITH ISOPROPYLIDENE MALONATE UNDER PTC AND DIBENZO-(18)-CROWN-6
Kore, A. R.,Mane, R. B.,Salunkhe, M. M.
, p. 643 - 646 (2007/10/02)
Isopropylidene malonate (2,2-dimethyl-4,6-dioxo-1,3-dioxane, Meldrum's acid) has a high acidity (pK1=4.97), a rigid cyclic structure and can undergo easy hydrolysis.It has become an attractive reagent in organic synthesis.For example, it can readily undergo Knoevenagel condensation, Michael addition, and acylation reactions.However, few reports on its alkylation are reported.On alkylation of isopropylidene malonate under (20 percent aqueous sodium hydroxide (TEBA) the ring underwent cleavage and the main product was α,α-dimethylmalonic acid methyl ester.This problem was solved by the use of solid potassium carbonate in place of 20 percent aqueous sodium hydroxide to avoid hydrolysis and let the reaction undergo under solid-liquid phase-transfer conditions.However, these require reflux conditions and prolonged reaction times (4 to 8 h).Our results on the use of combination of a phase-transfer catalyst and crown ether promoted us to investigate the bis alkylation studies with isopropylidene malonate.
Monoalkylation studies with Meldrum's acid
Kumbhar, Pramod P,Salunkhe, Manikarao, M,Mane, Ramchandra B
, p. 891 (2007/10/02)
A general procedure for the monoalkylation of Meldrum's acid (1) is described.Meldrum's acid anion in DMF is slowly added to alkyl halides in DMF to give monoalkylated products.Lower primary as well as highly reactive halides give a mixture of mono- and b
