10601-80-6

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 3,3-diethoxypropionate is used as a chemical intermediate for the synthesis of dihydropyridines (DHPs), which are important compounds in the pharmaceutical industry. DHPs have various applications, including the treatment of cardiovascular diseases, as they act as calcium channel blockers.
Used in Chemical Synthesis:
Ethyl 3,3-diethoxypropionate is used as a reagent in the Yb(OTf)3 catalyzed synthesis process for the production of dihydropyridines. This application is crucial for the development of new compounds with potential pharmaceutical and chemical applications.

Synthesis Reference(s)

The Journal of Organic Chemistry, 47, p. 2216, 1982 DOI: 10.1021/jo00132a055Synthesis, p. 274, 1988 DOI: 10.1055/s-1988-27541

InChI:InChI=1/C9H18O4/c1-4-11-8(10)7-9(12-5-2)13-6-3/h9H,4-7H2,1-3H3

Upstream product

• 1561-41-7 Ethyl-(1,3,3,3-tetrachlor-propyl)-ether 
• 15184-00-6 1,1,1,3-tetrachloro-3-acetoxypropane 
• 64-17-5 ethanol 
• 1001-26-9 ethyl 3-ethoxyacrylate 
• 71470-38-7 3-ethoxy-acrylimidic acid ethyl ester; hydrochloride 
• 105-36-2 ethyl bromoacetate 
• 122-51-0 orthoformic acid triethyl ester 
• 463-51-4 Ketene 
• 471-25-0 Propiolic acid 
• 141-52-6 sodium ethanolate 
• 623-47-2 propynoic acid ethyl ester 
• 74-86-2 acetylene 
• 105-58-8 Diethyl carbonate 
• 1066-26-8 sodium acetylide 

Downstream Products

• 86219-10-5 3-(2-butoxy-ethoxy)-acrylic acid-(2-butoxy-ethyl ester) 
• 60234-78-8 ethyl 2-(1,3-dioxolan-2-yl)acetate 
• 6191-97-5 3,3-diethoxypropanoic acid 
• 5941-55-9 ethyl 3-ethoxyacrylate 
• 141-90-2 2-thiouracil 
• 16722-19-3 β-n-Butoxyacrylsaeure-n-butylester 
• 21705-34-0 n-butyl 3,3-di-n-butoxypropionate 
• 16777-87-0 3,3-diethoxypropan-1-ol 
• 1001-26-9 ethyl 3-ethoxyacrylate 
• 6191-99-7 3-ethoxyacryloyl chloride 
• 82859-02-7 4-carbethoxymethyl-4,5,6,7-tetrahydro<1H>pyrrolo<3,2-c>pyridine 
• 133116-80-0 4-carbethoxy-1,1-dioxo-5-phenyl-5,6-dihydro-2H-1,2,6-thiadiazine 
• 133116-78-6 ethyl 2,2-dioxo-3,4-dihydro-2,1,3-benzothiadiazin-4-ylacetate 
• 133116-74-2 ethyl 4-carbethoxy-2-phenyl-1,1-dioxo-5,6-dihydro-2H-1,2,6-thiadiazin-5-ylacetate 

Relevant academic research and scientific papers

Syntheses of 4-[(1H,3H)-pyrimidine-2,4-dion-1-yl]- and 4-[(1H,3H)-5- methylpyrimidine-2,4-dion-1-yl]-1,6-heptadienes

Heptadienes containing nucleic bases are attractive building blocks for the synthesis of carbocyclic oligonucleotide analogs. Herein, we report an alternative synthetic route to 4-[(1H,3H)-pyrimidine-2,4-dion-1-yl]-1,6- heptadiene and 4-[(1H,3H)-5-methylpyrimidine-2,4-dion-1-yl]-1,6-heptadiene via building the pyrimidine ring utilizing 4-isocyanato-1,6-heptadiene intermediate.

Acetalization of alkenes catalyzed by Pd(OAc)2/NPMoV supported on activated carbon under a dioxygen atmosphere

(Formula presented) The acetalization of terminal alkenes such as ethyl acrylate and acrylonitrile with alcohols under O2 was efficiently achieved by Pd(OAc)2 supported on activated carbon combined with molybdovanadophosphate (NPMoV). For example, ethyl acrylate was subjected to acetalization with EtOH acidified by CH3SO3H under O2 (1 atm) in the presence of [8 wt%Pd(OAc)2/C] and NPMoV to form ethyl 3,3-diethoxypropionate in quantitative yield.

C-Bridged Bispyrrolidines and Bispiperidines as New Ligands

The preparation of methylene-bridged C2-symmetric nitrogen-heterocycles as a new class of ligands is described, including methylene-bridged pyridines, quinolones, piperidines and pyrrolidines. These methylene-bridged aromatic systems are obtained via a microwave assisted Ziegler-type reaction. The separation of diastereomers and the application of the copper complexes of these ligands for cyclopropanation reactions proves the applicability of these new types of ligands.

One-pot production of diethyl maleate via catalytic conversion of raw lignocellulosic biomass

The conversion of lignocellulose into a value-added chemical with high selectivity is of great significance but is a big challenge due to the structural diversities of biomass components. Here, we have reported an efficient approach for the one-step conversion of raw lignocellulose into diethyl maleate by the polyoxometalate ionic liquid [BSmim]CuPW12O40 in ethanol under mild conditions. The results reveal that all of the fractions in biomass, i.e., cellulose, lignin and hemicellulose, were simultaneously converted into diethyl maleate (DEM), achieving a 329.6 mg g-1 yield and 70.3% selectivity from corn stalk. Importantly, the performance of the ionic liquid catalyst [BSmim]CuPW12O40 was nearly twice that of CuHPW12O40, which can be attributed to the lower incorporation of the Cu2+ site in [BSmim]CuPW12O40. Hence, this process opens a promising route for producing bio-based bulk chemicals from raw lignocellulose without any pretreatment.

Br?nsted Acid Catalyzed Tandem Defunctionalization of Biorenewable Ferulic acid and Derivates into Bio-Catechol

An efficient conversion of biorenewable ferulic acid into bio-catechol has been developed. The transformation comprises two consecutive defunctionalizations of the substrate, that is, C?O (demethylation) and C?C (de-2-carboxyvinylation) bond cleavage, occurring in one step. The process only requires heating of ferulic acid with HCl (or H2SO4) as catalyst in pressurized hot water (250 °C, 50 bar N2). The versatility is shown on a variety of other (biorenewable) substrates yielding up to 84 % di- (catechol, resorcinol, hydroquinone) and trihydroxybenzenes (pyrogallol, hydroxyquinol), in most cases just requiring simple extraction as work-up.

Preparation method of uracil

The invention belongs to the technical field of organic synthesis, and concretely relates to a preparation method of uracil. The preparation method of uracil is characterized in that the uracil is obtained by condensing and cyclizing a compound represented by formula (I) with urea in the presence of an alkali; the formula (I) is shown in the description, and in the formula (I), R is a C1-3 alkyl group, and R1 is a methyl group or an ethyl group; and the compound of formula (I) is prepared from orthoformate and acetate under the action of the alkali. The method for synthesizing uracil from theorthoformate and acetate in a one-pot manner is reported for the first time; and the method has the advantages of cheap and easily available raw materials, simple process, convenience in operation, simplification of the post-treatment process due to the same alkali in the two steps, mild and easily controlled reaction product, no special devices, meeting of industrial mass production requirements,and good industrial application values.

Preparation method of ethyl 3-ethoxyacrylate

The invention discloses a preparation method of ethyl 3-ethoxyacrylate. The preparation method comprises the following steps: (1) dropwise adding a certain amount of vinyl ethyl ether into trichloro-acetic chloride, controlling the temperature at 20 to 40 DEG C, and preserving heat for reacting for 1 to 10 hours; (2) evaporating low-boiling-point by-products under reduced pressure at the temperature of 40 DEG C; (3) adding organic alkali and ethanol, and preserving heat at 20 to 50 DEG C for reacting for 1 to 10 hours; (4) filtering, recovering a filter cake, and evaporating ethanol out of thefiltrate under reduced pressure at a temperature of 50 DEG C; (5) adding a certain amount of acid catalyst, heating to 50 to 100 DEG C, introducing nitrogen, and preserving heat for reacting for 1 to10 hours; (6) distilling under reduced pressure to obtain ethyl 3-ethoxyacrylate. The preparation method has the advantages of cheap and readily available raw materials, mild reaction conditions, easiness and convenience in operation, high yield, high product purity, few three wastes (waste gas, waste water and industrial residue), recovery of organic alkali from the generated solid waste, recyclability of the solvent and environmental friendliness, is a low-cost green synthesis technology, and is suitable for industrial production.

Preparation method of 3,3-dialkoxylpropionate

The invention belongs to the technical field of preparation of drug intermediates and in particular relates to a preparation method of 3,3-dialkoxylpropionate. The preparation method comprises the following steps: firstly, taking alkyl vinyl ether and trichloroacetyl chloride as raw materials; reacting under a certain condition to obtain an intermediate product 1,1,1-trichloro-4-alkoxyl-3-butene-2-one; reacting under an alkaline condition to obtain a target product 3,3-dialkoxylpropionate. The preparation method of the 3,3-dialkoxylpropionate, provided by the invention, has the following active effects that one raw material is directly used as a solvent (trichloroacetyl chloride) to react and the recycling and consumption of the solvent in a production process are reduced to a certain extent; after the reaction, an alcohol solvent can be recycled and is used for reacting for the next time, so that the recycling is realized and the scheme meets the requirements of green chemistry; a preparation process is simple, low in energy consumption and low in cost and can be in mass production.

Method for preparing 2-formyl-3-ethyl oxopropionate

The invention relates to a method for preparing 2-formyl-3-ethyl oxopropionate. The method comprises the steps of subsequently adding ethanol, potassium carbonate, ethyl formate and NaH into vinyl ethyl ether and trichloro-acetyl chloride, which serve as starting raw materials, and carrying out multistep reactions, thereby obtaining 2-formyl-3-ethyl oxopropionate. The obtained final product has the purity of 99.7% and the yield of 45%. The method is readily available in raw materials, mild in reaction conditions and low in cost and is applicable to large-scale production in factories.

A kind of 3,4-dichloro-thiazole derivatives and process for their preparation and use

The invention provides 3,4-dichloro isothiazole derivatives, their preparation method and application. The invention relates to a heterocyclic compound containing 3,4-dichloro isothiazol, and the compound is represented by the following chemical structural general formula. The invention discloses the structural general formula of the compound, a synthetic method of the compound and applications of the compound as pesticide, bactericide, anti-plant virus agent, and plant activator, and a technology of mixing the compound with agriculturally acceptable auxiliary agents or synergists for preparing pesticide, bactericide, anti-plant virus agent, and plant activator. The invention further discloses the combined application of the compound and the commercial pesticide, bactericide, anti-plant virus agent, and plant activator in controlling diseases, insect pests, and virus diseases in agriculture, forestry and gardening, and a preparation method of the compound and the commercial pesticide, bactericide, anti-plant virus agent, and plant activator.