5941-55-9

Usage

InChI:InChI=1/C7H12O3/c1-3-9-6-5-7(8)10-4-2/h5-6H,3-4H2,1-2H3/b6-5+

Upstream product

• 6191-99-7 (2E)-3-ethoxyprop-2-enoyl chloride 
• 64-17-5 ethanol 
• 10601-80-6 ethyl 3,3-diethoxypropanoate 
• 623-47-2 propynoic acid ethyl ester 
• 141-78-6 ethyl acetate 
• 109-94-4 formic acid ethyl ester 
• 69194-04-3 (Z)-3-methoxypropenenitrile 
• 69194-03-2 3-methoxy-2-propenenitrile 

Downstream Products

• 6192-01-4 (E)-3-ethoxyprop-2-enoic acid 
• 19713-70-3 cis-2-Chlor-3-ethoxy-acrylsaeure-ethylester 
• 1138-92-7 ethyl (E)-3-(p-tolylthio)acrylate 
• 4105-92-4 triethyl benzene-1,3,5-tricarboxylate 
• 474024-38-9 3-[1,3]dioxolan-2-ylidene-3H-indene-1-carbonitrile 
• 60234-78-8 ethyl 2-(1,3-dioxolan-2-yl)acetate 
• 2357108-27-9 2-bromopyrazolo[1,5-α]pyrimidin-5(4H)-one 
• 926663-00-5 5-hydroxypyrazole[1,5-a]pyrimidine-3-carboxylic acid ethyl ester 
• 6191-99-7 3-ethoxyacryloyl chloride 
• 172678-67-0 ethyl 2-phenyl-1,3-thiazole-5-carboxylate 
• 29274-22-4 pyrazolo[1,5-a]pyrimidine-5-ol 
• 1150566-27-0 6-chloroimidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester 
• 1224288-95-2 5-hydroxypyrazolo[1,5-a]pyrimidine-3-carbonitrile 
• 1224288-95-2 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile 

Relevant academic research and scientific papers

TiCl4/Et3N-Mediated Condensation of Acetate and Formate Esters: Direct Access to β-Alkoxy- and β-Aryloxyacrylates

A methodology to build (E)-β-alkoxy- and (E)-β-aryloxyacrylate moieties from acetate and formate esters promoted by the TiCl4/Et3N system is presented. The reaction is compatible with a broad range of structural skeletons and elapses through an unusual condensation pathway. Taking into account the obtained results, we propose a plausible mechanism involving a bimetallic titanium intermediate for this type of transformation.

Platinum- and gold-catalyzed hydroalkoxylation and tetramerization of propiolate esters

PtCl2 was found to efficiently catalyze intermolecular additions of propiolate esters with alcohols. The reaction of propiolate esters and alcohols in the presence of PtCl2 gave (E)-vinyl ethers as the major products at 60 °C, whereas alkyl 3,3-dialkoxypropanoates were predominantly obtained when the reaction temperature was set to 80°C. On the other hand, a novel regioselective tetramerization of propiolate esters catalyzed by AuCl3 under mild conditions afforded 1,2,5,6-tetrasubstituted- cyclooctatetraene (1,2,5,6-COT) in moderate yields.

Catalytic synthesis of 3-alkoxyacrylic acid esters under neat conditions

Triethylamine or Ph3P (0.05 eq.) was found to catalyze the addition of alcohols to alkyl propiolates. The reaction occurred much more rapidly without solvent than in solvent. The E/Z ratio was relative to the reaction temperature. Water was fou

METHOD FOR PRODUCING SUBSTITUTED VINYL ETHER DERIVATIVE

PROBLEM TO BE SOLVED: To provide a method for producing a substituted vinyl ether derivative by ether exchange from a substituted vinyl ether which has an electron-attracting group as a substituent on a double bond carbon atom to cause the binding site to be electron-deficient. SOLUTION: The method for producing a substituted vinyl ether derivative comprises subjecting a substituted vinyl ether, which has at least one electron-attracting group as a substituent on a carbon atom which forms carbon-carbon double bond, to ether exchange reaction with an alcohol or a phenol in the presence of a catalyst containing a compound of the group 9 and/or 10 metal in the periodic table, wherein the compound has a counter anion, and when the anion is protonated, the proton has an ionization constant (pKa) of 0 or less.

Electroorganic Synthesis, 56. Synthesis of Advanced Prostaglandin Precursors by Kolbe Electrolysis, I. - Preparation of (1'R,4'S,3R/S)-3-(cis-4-Acetoxycyclopent-2-enyloxy)-3-ethoxypropionic Acid

The key intermediate of a novel synthesis of prostaglandin precursors, (1'R,4'S,3R/S)-3-(cis-4-acetoxycyclopent-2-enyloxy)-3-ethoxypropionic acid (3), is prepared by two different synthetic sequences: In a first strategy transacetalization of ethyl 3,3-diethoxypropionate (6) with (1R,4S)-4-acetoxy-1-hydroxy-2-cyclopentene (7) leads to the formation of the mixed acetal 8.By subsequent hydrolysis and acylation 8 could be converted into acid 3 in six steps in 6percent overall yield.However, the generation of acid 3 by bromoalkoxidation of 3-ethoxyacrylates 13d, e and subsequent electrochemical reduction proved to be more efficient.In this reduction it is possible to debrominate the α-bromo esters 14d, e and to remove the 2-haloethyl ester group in one step.Using this reaction sequence, we could synthesize acid 3 in five steps in 38percent overall yield. - Key Words: Kolbe electrolysis / Radical cyclization / Electrochemical dehalogenation / Prostaglandins

CHEMISTRY OF ENOL ETHERS. LXXXVIII. CONDENSATION OF THE TETRAETHYLACETAL OF MALONALDEHYDE WITH β-SUBSTITUTED ENOL ALKYL ETHERS

The action of β-substituted enol ethers on the tetraethylacetal of malonaldehyde gave the acetals of 1,5- and 1,7-dialdehydes.The nature of the substituent in the enol ether was found to affect the regioselectivity of the reaction: condensation with ethers containig an electron-wthdrawing substituent leads to 1,5-dialdehyde acetals, while condensation with ethers containig a strong electron donor substituent leads to 1,7-dialdehyde acetals.

Ketene Chemistry I. 3,3-Dialkoxypropionates and 3-Alkoxyacrylates. Acid catalysed Self-condensation of Ethyl 3,3-Diethoxypropionate and Ethyl 3-Ethoxyacrylate.

The acid catalyzed selfcondensation of ethyl 3,3-diethoxypropionate and ethyl 3-ethoxyacrylate has been studied under various conditions.The products of the reaction include di- and trimeric, open chain structures as well as pyrones and triethyl 1,3,5-benzenetricarboxylate.

Preparation d'acetals fonctionnels

Functional acetals can be prepared either by reaction of functional organomagnesium compounds with the mixed orthoformate C6H5O-CH()C2H5)2 or by reaction of carbonyl compounds with the acetylenic lithium compounds Li-CC-(CH2)n-CH(OC2H5)2 (n=0,1).