1118-84-9

Usage

InChI:InChI=1/C7H10O3/c1-3-4-10-7(9)5-6(2)8/h3H,1,4-5H2,2H3

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 107-18-6 allyl alcohol 
• 105-45-3 acetoacetic acid methyl ester 
• 107-05-1 3-chloroprop-1-ene 
• 85920-63-4 5-(1-hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 1694-31-1 tert-butyl acetoacetate 
• 141-97-9 ethyl acetoacetate 
• 591-60-6 butyl acetoacetate 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 321904-66-9 prop-2-enyl 6-ethoxy-5,6-dihydro-2-methyl-4-oxo-1,4-oxathiin-3-carboxylate 
• 88593-98-0 (3'-Bromo-1'-propyl)-3-oxobutanoate 
• 321904-62-5 prop-2-enyl 6-ethoxy-5,6-dihydro-2-methyl-1,4-oxathiin-3-carboxylate 

Downstream Products

• 109-49-9 5-Hexen-2-one 
• 52452-34-3 4-Ethoxy-2-oxo-6-p-tolyl-cyclohex-3-enecarboxylic acid allyl ester 
• 32318-77-7 [3,3-bis(4-hydroxy-3-tert.butylphenyl)-butanoic acid] allyl ester 
• 21045-82-9 allyl 2-chloro-3-oxobutanoate 
• 134290-57-6 (E)-2-Acetyl-5,9-dimethyl-deca-4,8-dienoic acid allyl ester 
• 145695-42-7 Fluodipine 
• 145695-49-4 4-(3-Benzoyl-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diallyl ester 
• 75265-80-4 3-allyl-hex-5-en-2-one 
• 145695-48-3 4-(3-Benzoyl-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-allyl ester 5-ethyl ester 
• 145695-47-2 4-(3-Benzoyl-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-allyl ester 5-methyl ester 
• 123326-16-9 allyl 2-allyl-3-oxobutanoate 
• 124-38-9 carbon dioxide 
• 217433-39-1 2-allyl-2-(3-oxo-1-phenylbutyl)malononitrile 

Relevant academic research and scientific papers

Ionic liquid-regulated sulfamic acid: Chemoselective catalyst for the transesterification of β-ketoesters

1-Propyl-3-methylimidazolium chloride ([C3MIm]Cl) ionic liquid and sulfamic acid (NH2SO3H), as a synergetic catalytic medium, were used for the transesterification of acetoacetate with alcohols of different structures. It shows the good ability for the chemoselective transesterificatin of β-ketoesters and maintains its catalytic activity in the reuse.

Prussian blue as an efficient catalyst for rate accelerations in the transesterification of β-ketoesters

Prussian blue triggered transesterification of ethylacetoacetate with various alcohols underwent efficiently. The reaction is mild, eco-friendly, and selective with good yields. The proposed reaction pathway depicts the formation of an intermediate by the interaction of β-ketoesters with catalytic site of the Prussian blue, followed by nucleophilic attack of the alcohol at the electrophilic center followed by successive elimination of the proton to give the product. Observed longer reaction times under conventional conditions reduced amazingly under sonication and microwave irradiation followed enhanced yield of products.

Zinc mediated transesterification of β-ketoesters and coumarin synthesis

The transesterification of ketoesters using zinc and iodine is described. The reaction has been done on a variety of alcohols and phenols. Alcohols furnish transesterified products whereas phenols gave 4-methylcoumarins. The method is highly promising compared with existing methods.

Boric acid: an efficient and environmentally benign catalyst for transesterification of ethyl acetoacetate

An efficient and environmentally benign boric acid catalyzed protocol for the transesterification of ethyl acetoacetate with a variety of primary and secondary alcohols in good to excellent yields is described. The versatility of this transformation is demonstrated with problematic substrates such as propargyl alcohol and allyl alcohol, which are known to undergo Carroll rearrangement during transesterification.

Niobium(V) oxide: A new and efficient catalyst for the transesterification of β-keto esters

Niobium(V) oxide is an efficient catalyst for the transesterification of β-keto esters with several kinds of alcohols, leading to good conversions. Moderate to good isolated product yields have been obtained at faster rates than those recently reported for various catalysts.

Mo-ZrO2 solid acid catalyst for transesterification of β-ketoesters

An efficient and mild method for transesterification of β-ketoester catalyzed by Mo-ZrO2 solid acid catalyst is described.

BF3OEt2: An efficient catalyst for transesterification of β-ketoesters

A facile and selective transesterification of β-ketoesters using BF3OEt2 as catalyst is described. The emphasis has been placed on the reaction of methyl acetoacetate with a series of alcohols of different structures, leading in all cases to good to excellent yields.

Copper-catalyzed radical coupling of 1,3-dicarbonyl compounds with terminal alkenes for the synthesis of tetracarbonyl compounds

A novel and efficient copper-catalyzed radical cross-coupling of 1,3-dicarbonyl compounds with terminal alkenes for the synthesis of tetracarbonyl compounds with a quaternary carbon atom has been developed. Mechanistically, this transformation involves the construction of two C-C bonds and two CO bonds in a one-pot process. The reaction tolerates a wide range of functional groups and proceeds under mild conditions.

Visible-light-driven radical 1,3-addition of selenosulfonates to vinyldiazo compounds

Herein, we report a visible-light-driven radical 1,3-selenosulfonylation of vinyldiazo compounds with selenosulfonates, providing various γ-seleno allylic sulfones in good yields. This photochemical reaction was carried out at room temperature in an open flask using ethyl acetate as the solvent without any photocatalysts or additives. The control experiments corroborated that the 1,3-addition proceeded via a radical-chain propagation process. The synthetic applications of the resulting products were demonstrated by deselenization, reduction, bromination and allylation.

N, N’-dimethyl formamide (DMF) mediated Vilsmeier–Haack adducts with 1,3,5-triazine compounds as efficient catalysts for the transesterification of β-ketoesters

N, N’-dimethyl formamide (DMF) mediated Vilsmeier–Haack (VH) adducts with 1,3,5-triazine compunds such as trichloroisocyanuric acid (TCCA) and trichlorotriazine (TCTA) were prepared by replacing classical oxy chlorides POCl3, and SOCl2, which were explored as efficient catalysts for the transesterification of β-ketoesters. The prepared (TCCA/DMF) and (TCTA/DMF) adducts improved greenery of the classical Vilsmeier–Haack reagents (POCl3/DMF), and (SOCl2/DMF), and demonstrated their better efficient catalytic ativity. Reaction times were in the range: 3.5 to 6.5 hr (SOCl2/DMF); 2.8–5.2 hr (POCl3/DMF); 2.5–5.2 hr (TCCA/DMF) and 2.5–5.0 hr (TCTA/DMF) catalytic systems. Ultrasonically (US) assisted protocols with these reagents further reduced the reaction times (two to three times), while microwave assisted (MW) protocols with these reagents were much more effective. The reactions could be completed in only few seconds (less than a minute) in MWassisted protocols as compared to US assited reactions, followed by good product yields.