105-45-3Relevant articles and documents
Synthesis of methyl acetoacetate from acetone and dimethyl carbonate with alkali-promoted MgO catalysts
Wu, Dudu,Chen, Zhi
, p. 758 - 766 (2010)
The synthesis of methyl acetoacetate (MAA) by methoxycarbonylation of acetone with dimethyl carbonate (DMC) was carried out in the presence of MgO and alkali-promoted MgO catalysts. From among Li, Na, K, and Cs, potassium was found to be the most effective promoter to improve the activity of MgO. The effect of K/MgO with variable content of K was also investigated, and the individual catalysts were characterised by the XRD, BET, SEM, CO2-TPD, and in situ CO2 IR techniques. The results showed that the addition of a small amount of K (1.97 mass %) could promote MAA formation, but a higher K loading caused a decrease in the yield of MAA, which might result from particle agglomeration and the presence of stable potassium carbonates. In situ FTIR experiments of co-adsorbed reactants indicated that the reaction probably proceeded via abstraction of Hα from acetone by base sites.
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Royals
, p. 489 (1948)
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Asymmetric Aerobic Epoxidation of Unfunctionalized Olefins Catalyzed by Optically Active α-Alkoxycarbonyl-β-ketoiminato Manganese(III) Complexes
Mukaiyama, Teruaki,Yamada, Tohru,Nagata, Takushi,Imagawa, Kiyomi
, p. 327 - 330 (1993)
Optically active N,N'-ethylenebis(α-alkoxycarbonyl-β-ketoimine) was found to be a new class of effective ligand of manganese(III) complex catalyst for the asymmetric aerobic epoxidation of simple olefins, such as 1,2-dihydronaphthalene derivatives, to afford the corresponding optically active epoxides with good to high enantioselectivities.
New method of zinc activation by electrochemistry: synthetic applications to the Blaise reaction
Zylber, N.,Zylber, J.,Rollin, Y.,Dunach, E.,Perichon, J.
, p. 1 - 4 (1993)
A new electrochemical zinc metal activation method based on the cathodic reduction of a catalytic amount of zinc bromide in the presence of a zinc anode is described.This procedure is applied to the coupling of α-bromoesters with nitriles, and affords β-ketoesters in good yield.
Carbonylation of chloroacetone to methyl acetoacetate
Lapidus,Eliseev,Bondarenko,Sizan,Ostapeako
, p. 2239 - 2241 (2001)
Methyl acetoacetate was prepared by the selective carbonylation of chloroacetone in the presence of a homogeneous palladium catalyst at 100 °C and under a CO pressure of 1.5 MPa.
A NEW PREPARATIVE METHOD FOR 1,3-DICARBONYL COMPOUNDS BY THE REGIOSELECTIVE OXIDATION OF α,β-UNSATURATED CARBONYL COMPOUNDS, CATALYZED BY PdCl2 USING HYDROGENPEROXIDES AS THE REOXIDANT OF Pd0
Tsuji, Jiro,Nagashima, Hideo,Hori, Kimihiko
, p. 257 - 260 (1980)
α,β-Unsaturated esters and ketones are oxidized regioselectively to give β-keto esters and 1,3-diketones in good yields in aqueous acetic acid using Na2PdCl4 as the catalyst and t-butyl hydroperoxide or hydrogen peroxide as the reoxidant of Pd0.
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Eisenmann et al.
, p. 2102 (1961)
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Revisiting ageless antiques; synthesis, biological evaluation, docking simulation and mechanistic insights of 1,4-Dihydropyridines as anticancer agents
Sidhom, Peter A.,El-Bastawissy, Eman,Salama, Abeer A.,El-Moselhy, Tarek F.
supporting information, (2021/06/21)
The historic DHP nucleus was serendipitously discovered by Arthur Hantzsch about 130 years ago and is still considered a hidden treasure for various pharmacological activities. Twenty-one DHP analogues were synthesized using the expedient one pot Hantzsch synthesis for screening as anticancer agents. Initially, the in vitro anti-proliferative single dose against a panel of 18 cancer cell lines showed that compounds 11b and 8f were the superlative candidates regarding their antitumor effect (GI% mean = 66.40% and 50.42%, correspondingly) compared to cisplatin (GI% mean = 65.58%) and doxorubicin (GI% mean = 74.56%). Remarkably, compound 11b showed a remarkable MDA-MB-468 anticancer activity (GI%=80.81%), higher than cisplatin (64.44%) and doxorubicin (76.72%), as well as strong antitumor activity against lung cancer A549 (GI%= 83.02%), more powerful than both cisplatin and doxorubicin. Compound 11b exhibited an exceptional anticancer activity against lung cancer cell line (A549) as its GI50 in nanomolar was (540 nM) with a 9-fold increase greater than cisplatin (GI50 = 4.93 μM) and with a selectivity index = 131 to cancer cells over normal cells. Further mechanistic investigations proved that DHPs anticipate simultaneously TOPI and RTKs (VEGFR-2, HER-2 and BTK) which can stimulate BAX/BAK and the executioner caspases via rtPCR studies.
Method for synthesizing methyl acetoacetate
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Paragraph 0014-0031, (2020/08/09)
The invention relates to a novel method for synthesizing methyl acetoacetate, which comprises the following steps: using methyl crotonate as a raw material, oxygen or air as an oxidant and nickel chloride and organic amine as catalysts, carrying out oxidation reaction to directly prepare methyl acetoacetate from methyl crotonate. Compared with the existing process for preparing methyl acetoacetate, the method has the advantages that the use of a strong acid catalyst in a diketene route is avoided, and the methyl acetoacetate synthesis method which is low in cost and environment-friendly and does not need noble metal palladium is provided.