27103-47-5Relevant articles and documents
Ε - propionic acid is oneself ester base - ε - caprolactone and its preparation method (by machine translation)
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Paragraph 0031-0033, (2017/09/26)
The invention discloses Epsilon-propionic-n-hexyl-Epsilon-caprolactone, having a structural formula shown as below. The invention further discloses a preparing method of the Epsilon-propionic-n-hexyl-Epsilon-caprolactone. The preparing method includes allowing an acidic compound and an alcoholic compound to esterify in organic solvent through an acid catalyst to obtain an n-hexyl acrylate compound, and allowing addition and Baeyer-Villiger oxidation of the n-hexyl acrylate compound and an alkene compound in the organic solvent through a basic catalyst and the acidic catalyst to obtain the Epsilon-propionic-n-hexyl-Epsilon-caprolactone compound. The Epsilon-propionic-n-hexyl-Epsilon-caprolactone is a novel Epsilon-lactone compound having characteristic fragrance of alcoholic sweet rice wine and belongs to latest research achievements on Epsilon-lactone compounds having characteristic fragrance at home and abroad.
Copper Hydride Catalyzed Reductive Claisen Rearrangements
Wong, Kong Ching,Ng, Elvis,Wong, Wing-Tak,Chiu, Pauline
supporting information, p. 3709 - 3712 (2016/03/08)
An efficient reductive Claisen rearrangement, catalyzed by in situ generated copper hydride and stoichiometric in diethoxymethylsilane, has been developed. Yields of up to 95 ;% with good to excellent diastereoselectivities were observed in this reaction. Mechanistic studies showed that the stereospecific rearrangement proceeded via a chair transition state of (E)-silyl ketene acetals as intermediates and not via the copper enolates.
Transesterification of acrylates by heterogeneous basic catalysis
Adriana, Maldonado,Nadine, Essayem,Lorraine, Christ,Fran?ois, Figueras
, p. 1 - 8 (2013/09/24)
Different solid basic catalysts including CsF/αAl2O 3, KF/αAl2O3, Ca(NO3) 2/γAl2O3, NaNO3/γAl 2O3, LiNO3/γAl2O3 were evaluated for the transesterification of ethyl acrylate by n-hexanol. All of them are active and selective in the transesterification reaction under mild conditions and without solvent, using a 1/1 molar ratio of reactants. Ca/γAl2O3 was shown to be the most selective of this set of catalysts and it could be recycled three times without lost of selectivity.
Oxidation of acyclic alkenes and allyl and benzyl ethers with DIB/t-BuOOH/Mg(OAc)2
Sastraruji, Thanapat,Pyne, Stephen G.,Ung, Alison T.
, p. 598 - 602 (2012/01/05)
Oxidation of (11Z)-1′,2′-didehydrostemofoline with DIB/TBHP/Mg(OAc)2·4H2O resulted in oxidative cleavage of the C-11-C-12 double bond instead of the desired allylic oxidation of the 1-butenyl side chain. Stemofoline gave a similar result. The oxidation of more simple terminal alkenes was regioselective and gave vinyl ketones while allyl and benzyl ethers gave acrylate and benzoate esters, respectively. Allyl and benzyl ethers could be chemoselectively oxidized in the presence of a terminal alkene or benzyl group. Oxidation of an internal alkene was poorly regioselective, in contrast to the oxidation of 1-substituted cyclohexenes.
Nanostructure formation in aqueous solution of amphiphilic copolymers of 2-(N,N-dimethylaminoethyl)methacrylate and alkylacrylate: Characterization, antimicrobial activity, DNA binding, and cytotoxicity studies
Dutta, Pranabesh,Dey, Joykrishna,Shome, Anshupriya,Das, Prasanta Kumar
experimental part, p. 298 - 311 (2012/06/01)
Three amphiphilic random copolymers poly(2-(dimethylaminoethyl) methacrylate-co-alkylacrylate) (where, alkyl = hexyl, octyl, dodecyl) with 16 mol% hydrophobic substitution were synthesized. Surface tension, viscosity, fluorescence probe, dynamic light scattering (DLS), as well as transmission electron microscopic (TEM) techniques were utilized to investigate self-assembly formation by the hydrophobically modified polymers (HMPs) in pH 5. Formation of hydrophobic domains through inter-polymer chain interaction of the copolymer in dilute solution was confirmed by fluorescence probe studies. Average hydrodynamic diameter of the copolymer aggregates at different polymer concentration was measured by DLS studies. The copolymer with shorter hydrophobic chain exhibits larger hydrodynamic diameter in dilute solution, which decreased with either increase of concentration or increase of hydrophobic chain length. TEM images of the dilute solutions of the copolymers with shorter as well as with longer hydrophobic chain exhibit spherical aggregates of different sizes. The antimicrobial activity of the copolymers was evaluated by measuring the minimum inhibitory concentration value against one Gram-positive bacterium Bacillus subtilis and one Gram-negative bacterium Escherichia coli. The copolymer with the octyl group as pendent hydrophobic chain was found to be more effective in killing these microorganisms. The interaction of the cationic copolymers with calf-thymus DNA was studied by fluorescence quenching method. The polymer-DNA binding was found to be purely electrostatic in nature. The hydrophobes on the polymer backbone were found to have a significant influence on the binding process. Biocompatibility studies of the copolymers in terms of cytotoxicity measurements were finally performed at different concentrations of the HMPs to evaluate their potential application in biomedical fields.
ZrOCl2·8H2O: An efficient, cheap and reusable catalyst for the esterification of acrylic acid and other carboxylic acids with equimolar amounts of alcohols
Sun, Hong-Bin,Hua, Ruimao,Yin, Yingwu
, p. 263 - 271 (2007/10/03)
Esterifications of carboxylic acids with equimolar amount of alcohols could be efficiently catalyzed by ZrOCl2·8H2O. Acrylate esters were obtained in good yields under solvent-free conditions at ambient temperature. The esterification of other carboxylic acids with alcohols also proceeded at ambient temperature or at 50°C to afford esters in high yields. If the esterification was performed in toluene under azeotropic reflux conditions to remove water, both the catalytic activity of ZrOCl 2·8H2O and the rate of esterification could be increased greatly. Furthermore, in the present catalytic system, the esters could be easily separated from the reaction mixtures and the catalyst could be easily recovered and reused.
Acrylate monomer preparation using alkali metal alkoxides as ester interchange catalysts and bromide salt polymerization inhibitors
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, (2008/06/13)
The present invention relates to a process to prepare alkyl (meth)acrylate esters from corresponding alkyl/methacrylate esters using an alkali metal alkoxide as an ester interchange catalyst to produce an alkyl (meth)acrylate ester monomer product C STR1 The present invention further relates to the use of bromide and iodide salts as free radical polymerization inhibitors. The present invention further relates to the use of a noninterfering alcohol or polyol that prevents anionic polymerization reactions of reactant ester B and/or alkyl (meth)acrylate product C. The present invention further relates to a process for inhibiting polymerization of (meth)acrylates being synthesized in a transesterification or ester-ester interchange reaction system.
A New Synthetic Method of Macrocyclic Lactones from ω-Iodoalkylacrylates
Abe, Motoji,Hayashikoshi, Takaoki,Kurata, Takeo
, p. 1789 - 1792 (2007/10/02)
When the photostimulated cyclization reaction of ω-iodoalkylacrylates was performed in the presence of metal hydride complexes such as sodium cyanoborohydride (NaBH3CN), sodium borohydride (NaBH4) and potassium borohydride (KBH4), the corresponding macrocyclic lactones were produced.The use of NaBH3CN led to the highest yield of lactones.
The 'Baylis - Hillman reaction' mechanism and applications revisited
Fort, Yves,Berthe, Marie Christine,Caubere, Paul
, p. 6371 - 6384 (2007/10/02)
It is shown that reaction of aryl, benzyl, alkyl and functionalised alkyl acrylic esters with benzaldehyde, in the presence of 1,4-diazabicyclo[2.2.2] octane, strongly depends upon the electronic and steric effects of the ester part. This influence is also observed in condensation of furfuraldehyde. Moreover, for the first time, it is shown that the overall condensation is equilibrated.
SYNTHESIS OF ACRYLIC ESTERS BY LIPASE
Ikeda, Isao,Tanaka, Jun,Suzuki, Kimihiro
, p. 6865 - 6866 (2007/10/02)
Various acrylic esters were synthesized by the transesterification of vinyl acrylate with various alcohols.The yield of acrylic esters was about 40 and 66percent with n-hexyl and β-phenethyl alcohol, respectively.
