14731-78-3

Basic information

• Product Name: ethyl 3-(1,3-benzodioxol-5-yl)prop-2-enoate
• CAS NO: 14731-78-3
• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.2213
• Mol File: 14731-78-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 337.2°C at 760 mmHg
• Flash Point: 149.2°C
• Density: 1.236g/cm³
• Vapor Pressure: 0.000106mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: ethyl 3-(1,3-benzodioxol-5-yl)prop-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-(1,3-benzodioxol-5-yl)prop-2-enoate(14731-78-3)
• EPA Substance Registry System: ethyl 3-(1,3-benzodioxol-5-yl)prop-2-enoate(14731-78-3)

Safety Data

• Hazardous Substances Data: 14731-78-3(Hazardous Substances Data)

Upstream product

• 120-57-0 piperonal 
• 141-78-6 ethyl acetate 
• 67-64-1 acetone 
• 35283-03-5 3-benzo[1,3]dioxol-5-yl-2,3-dibromo-propionic acid ethyl ester 
• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 
• 140-88-5 ethyl acrylate 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 274-09-9 Methylenedioxybenzene 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 4043-71-4 isosafrole 
• 821775-38-6 3-(3′,4′-methylenedioxophenyl)propenal 
• 64-17-5 ethanol 
• 688-49-3 ethyl (diethoxyphosphino)acetate 

Downstream Products

• 7116-48-5 3-benzo[1,3]dioxol-5-yl-propionic acid ethyl ester 
• 2373-80-0 3,4-(methylenedioxy)cinnamic acid 
• 2815-95-4 3-(1,3 benzodioxol-5-yl)propionic acid 
• 23434-86-8 N-piperidyl-3,4-methylenedioxycinnamoylamide 
• 58095-76-4 (E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol 
• 17581-86-1 3-(benzo[1,3]dioxol-5-yl)prop-2-en-1-ol 
• 7031-04-1 phenyl-carbamic acid-(3-benzo[1,3]dioxol-5-yl-propyl ester) 
• 28437-31-2 3-<3,4-(methylenedioxy)phenyl>-1-bromopropane 
• 42461-91-6 C₁₂H₁₂O₄ 
• 95696-33-6 2-benzo[1,3]dioxol-5-yl-4-hydroxy-4-phenyl-pyrrolidine-1-carboxylic acid ethyl ester 

Relevant articles and documents

Preparation method of ilepcimide

The invention provides a preparation method of ilepcimide. The preparation method comprises the following step: in the presence of a catalyst, reacting raw materials containing 4-bromo-1, 2-methylenedioxybenzene, an acrylate compound and piperidine to obtain the ilepcimide. The preparation method disclosed by the invention is good in selectivity, reduces side reactions, increases the conversion rate and yield of the product, reduces the use of toxic and irritant raw materials, saves the treatment cost of three wastes, is a green and environment-friendly process, and is suitable for industrial production, and the molar yield is 76% or above, and the purity is 99% or above.

Synthesis of Allylsilanes via Nickel-Catalyzed Cross-Coupling of Silicon Nucleophiles with Allyl Alcohols

NiCl2(PMe3)2-catalyzed reaction of allyl alcohols with silylzinc reagents, including PhMe2SiZnCl, Ph2MeSiZnCl, and Ph3SiZnCl, was performed, achieving allylsilanes in high yields. Aryl- and heteroaryl-substituted allyl alcohols, (E)-3-arylprop-2-en-1-ols, 1-aryl-prop-2-en-1-ols, and (E)-1-phenylpent-1-en-3-ol can be employed in the transformation. A range of functional groups as well as heteroaryl groups were tolerated. Reaction exhibited high regioselectivity and E/Z-selectivity when 1- or 3-aryl-substituted allyl alcohols were used as the substrates. Reaction of chiral allyl alcohol, (S,E)-1-phenylpent-1-en-3-ol, yielded a configuration-inversion product (R,E)-dimethyl(phenyl)(1-phenylpent-1-en-3-yl)silane.

Ligand-accelerated non-directed C-H functionalization of arenes

The directed activation of carbon-hydrogen bonds (C-H) is important in the development of synthetically useful reactions, owing to the proximity-induced reactivity and selectivity that is enabled by coordinating functional groups. Palladium-catalysed non-directed C-H activation could potentially enable further useful reactions, because it can reach more distant sites and be applied to substrates that do not contain appropriate directing groups; however, its development has faced substantial challenges associated with the lack of sufficiently active palladium catalysts. Currently used palladium catalysts are reactive only with electron-rich arenes, unless an excess of arene is used, which limits synthetic applications. Here we report a 2-pyridone ligand that binds to palladium and accelerates non-directed C-H functionalization with arene as the limiting reagent. This protocol is compatible with a broad range of aromatic substrates and we demonstrate direct functionalization of advanced synthetic intermediates, drug molecules and natural products that cannot be used in excessive quantities. We also developed C-H olefination and carboxylation protocols, demonstrating the applicability of our methodology to other transformations. The site selectivity in these transformations is governed by a combination of steric and electronic effects, with the pyridone ligand enhancing the influence of sterics on the selectivity, thus providing complementary selectivity to directed C-H functionalization.