62873-16-9

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 47, p. 3630, 1982 DOI: 10.1021/jo00140a007Tetrahedron Letters, 25, p. 5225, 1984 DOI: 10.1016/S0040-4039(01)81569-0

InChI:InChI=1/C6H8O2/c1-4-3-5(2)8-6(4)7/h5H,1,3H2,2H3

Upstream product

• 72806-87-2 4,5-dihydro-3-(hydroxymethyl)-5-methylfuran-2(3H)-one 
• 75-07-0 acetaldehyde 
• 17435-72-2 ethyl 2-bromomethyl-2-propenoate 
• 106058-84-8 ethyl 4-hydroxy-2-methylenepentanoate 
• 78804-75-8 5-Iodomethyl-3-methylene-dihydro-furan-2-one 
• 2117-11-5 4-pentyn-2-ol 
• 201230-82-2 carbon monoxide 
• 54109-49-8 ethyl 2-methylidenepent-4-enoate 
• 4743-96-8 2-methylidenepent-4-enoic acid 
• 51122-89-5 methyl 2-(2'-propenyl)propenoate 
• 78804-65-6 (2-Methoxycarbonyl-pent-4-enyl)-trimethyl-ammonium; iodide 
• 10171-38-7 2-ethoxyethanol 
• 108-29-2 5-methyl-dihydro-furan-2-one 
• 50-00-0 formaldehyd 

Relevant academic research and scientific papers

Sustainable Continuous Flow Valorization of Γ-Valerolactone with Trioxane to Α-Methylene-Γ-Valerolactone over Basic Beta Zeolites

The need for more sustainable products and processes has led to the use of new methodologies with low carbon footprints. In this work, an efficient tandem process is demonstrated for the liquid-phase catalytic upgrading of lignocellulosic biomass-derived γ-valerolactone (GVL) with trioxane (Tx) to α-methylene-γ-valerolactone (MeGVL) in flow system using Cs-loaded hierarchical beta zeolites. The introduction of mesopores along with the presence of basic sites of mild strength leads to MeGVL productivity 20 times higher than with the bulk beta zeolite, reaching 0.325 mmol min?1 gcat?1 for the best-performing catalyst, the highest value reported so far. This catalyst proves stable upon reuse in consecutive cycles, which is ascribed to the partial depletion of the basic sites. The obtained MeGVL is subjected to visible-light-induced polymerization, resulting in a final material with similar properties to the widely used poly(methyl) methacrylate.

Calcium(II)- And Triflimide-Catalyzed Intramolecular Hydroacyloxylation of Unactivated Alkenes in Hexafluoroisopropanol

We report an efficient intramolecular hydroacyloxylation of unactivated alkenes, offering a streamlined access to relevant γ-lactones, which features the utilization of either a calcium(II) salt or triflimide as a catalyst in hexafluoroisopropanol. This method could be applied to the synthesis of natural products and the late-stage functionalization of natural and bioactive molecules. Additionally, DFT computations were used to elucidate the twist of reactivity observed between the hydroamidation and hydroacyloxylation of unactivated alkenes regarding the formation of 5- and 6-membered rings.

METHOD FOR PRODUCING CYCLIC UNSATURATED COMPOUND

The present invention provides a method for producing a cyclic unsaturated compound, which sufficiently suppresses generation of acyclic unsaturated compounds and permits excellent yield and reaction rate. Such a method for producing a cyclic unsaturated compound is a method for producing a cyclic unsaturated compound by reacting an a, ?-unsaturated carboxylic acid with an unsaturated organic compound, wherein the method comprises a step of reacting the a, ?-unsaturated carboxylic acid with the unsaturated organic compound in the presence of a catalyst.

Liquid phase synthesis of methylene lactones using novel grafted catalyst

Process for converting certain lactones to their alpha-methylene substituted forms that exhibits high conversion and selectivity.

Liquid phase synthesis of methylene lactones using novel catalyst

Process for converting certain lactones to their alpha-methylene derivatives in the liquid phase with both high conversion and selectivity using easily recoverable novel heterogeneous catalysts.

Liquid phase synthesis of methylene lactones using oxnitride catalyst

Process for converting certain lactones to their alpha-methylene derivatives in the liquid phase using oxynitride catalysts or composite catalysts incorporating dithium, sodium, potassium, rubidium, cesium, magnesium, calcium, strontium, or barium or combinations thereof.

Gas phase synthesis of methylene lactones using novel catalyst

Process for converting certain lactones to their alpha-methylene substituted forms that not only exhibits high initial activity (conversion), but also maintains a high level of activity with time on stream.

Gas phase synthesis of methylene lactones using oxinitride catalyst

Process for converting certain lactones to their alpha-methylene substituted forms using an oxynitride catalyst or a composite oxynitride catalyst incorporating lithium, sodium, potassium, rubidium, cesium, magnesium, calcium, strontium, or barium or combinations thereof.

Gas phase synthesis of methylene lactones using novel grafted catalyst

Process for converting certain lactones to their alpha-methylene substituted forms that not only exhibits high initial activity (conversion), but also maintains a high level of activity with time on stream.

Integrated two-step process for the production of gamma-methyl-alpha-methylene-gamma-butyrolactone from levulinic acid and hydrogen

An integrated two step method for making gamma-methyl alpha-methylene-gamma-butyrolactone (meMBL) from levulinic acid, in which levulinic acid is reacted with hydrogen in the first step to form a crude reaction product containing gamma-valerolactone, and the crude reaction product, without removal of unreacted levulinic acid therefrom, is reacted with formaldehyde in the second step to produce MeMBL.