160559-13-7

Usage

Uses

Used in Pharmaceutical Synthesis:
(2-Hydroxy-phenyl)-propynoic acid ethyl ester is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs and medications. Its unique structure allows it to be a building block for various medicinal compounds, enhancing their efficacy and therapeutic potential.
Used in Agrochemical Production:
In the agrochemical industry, (2-Hydroxy-phenyl)-propynoic acid ethyl ester is utilized as a precursor in the production of various agrochemicals. Its functional groups make it suitable for the development of pesticides, herbicides, and other agricultural chemicals that are essential for maintaining crop health and productivity.
Used in Organic Compounds Synthesis:
This ester is also employed in the synthesis of organic compounds, where its hydroxyphenyl group and ester linkage can be manipulated to create a wide range of organic molecules. Its versatility in organic synthesis makes it a valuable asset in the development of new materials and chemical products.
Used as a Flavoring Agent in Food Products:
(2-Hydroxy-phenyl)-propynoic acid ethyl ester finds application as a flavoring agent in the food industry. Its unique chemical properties allow it to impart specific flavors and aromas to food products, enhancing their overall taste and consumer appeal.

Upstream product

• 533-58-4 2-Iodophenol 
• 623-47-2 propynoic acid ethyl ester 
• 196106-22-6 2-iodo-1-(1-tetrahydro-2H-pyranyloxy)benzene 
• 693794-59-1 1-(2,2-dibromovinyl)-2-(methoxymethoxy)-benzene 
• 939794-48-6 ethyl 3-(2-methoxymethoxy)phenylpropiolate 
• 5533-04-0 2-(methoxymethoxy)benzaldehyde 
• 80778-47-8 1-iodo-2-methoxymethoxybenzene 
• 90-02-8 salicylaldehyde 
• 111598-99-3 (Ethoxycarbonyliodomethyl)triphenylphosphonium iodide 

Downstream Products

• 202391-49-9 [2-(Tetrahydro-pyran-2-yloxy)-phenyl]-propynoic acid ethyl ester 
• 23000-33-1 3-(4-methoxyphenyl)coumarin 
• 200055-89-6 4-(4-toluenesulfonyloxy)coumarin 
• 3199-61-9 ethyl coumarilate 

Relevant academic research and scientific papers

Metal-free annulative hydrosulfonation of propiolate esters: synthesis of 4-sulfonates of coumarins and butenolides

An efficient metal-free and cost-effective method for the synthesis of coumarin and butenolide 4-sulfonates (46 examples) has been developed. The reaction involves addition of sulfonic acids to ethyl propiolates followed by lactonization, resulting in direct formation of coumarin and butenolide 4-sulfonates. This methodology has been elaborated to Sonogashira and Suzuki coupling including the synthesis of rac-tolterodine.

Stereo- and regioselective palladium-catalysed hydroarylation and hydrovinylation of functionalised alkynes: A route to substituted Z-2-cinnamyl esters, 3-chromen-2-ols, and coumarins

The palladium-catalysed hydroarylation and hydrovinylation of methyl 3-phenylpropynoate and 3,3-diethoxy-1-(o-tetrahydropyranyloxy)phenyl-1-propyne with aryl and vinyl halides or inflates in the presence of Pd(OAc)2 and KOOCH has been studied. The reaction affords stereoselectively syn addition products. The regiochemical outcome appears to be controlled by steric effects and the new carbon-carbon bond is generated preferentially on the carbon far from the aromatic ring ligated to the acetylenic carbon. The reaction can be applied to the synthesis of 3-substituted-3-chromen-2-ols and 3-substituted coumarins.

Condensed heteroaromatic ring systems. XXIV. Palladium-catalyzed cyclization of 2-substituted phenylacetylenes in the presence of carbon monoxide

The palladium-catalyzed reaction of 2-alkynylanilines and 2-alkynylphenols in the presence of carbon monoxide and methanol under basic conditions gave the sequential cyclization/carbonylation products, methyl 2-substituted indole and benzo[b]furan-3-carbo

(Ethoxycarbonyliodomethyl)triphenylphosphonium Iodide: A Convenient Reagent for the Direct Synthesis of β-Substituted Propiolic Acids via the Corresponding Esters

Reaction between (ethoxycarbonyliodomethyl)triphenylphosphonium iodide, potassium carbonate, and various aromatic or aliphatic aldehydes in a liquid solid two phases system gives β-substituted propiolic esters.The corresponding acids are obtained in good yield by hydrolysis.