ETHYL 3-(TETRAHYDROFURAN-2-YL)-3-OXOPROPANOATE

Base Information

• Chemical Name: ETHYL 3-(TETRAHYDROFURAN-2-YL)-3-OXOPROPANOATE
• CAS No.: 887411-85-0
• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.208
• Hs Code.: 2932190090
• Mol file: 887411-85-0.mol

Synonyms:ETHYL-2-TETRAHYDROFURFUROYL-ACETATE;ETHYL 3-OXO-3-(TETRAHYDROFURAN-2-YL)PROPANOATE;ETHYL 3-(TETRAHYDROFURAN-2-YL)-3-OXOPROPANOATE;Ethyl 3-Oxo-3-(2-tetrahydrofuryl)propanoate

Chemical Property of ETHYL 3-(TETRAHYDROFURAN-2-YL)-3-OXOPROPANOATE

Chemical Property:

• Vapor Pressure: 0.00754mmHg at 25°C
• Refractive Index: 1.46
• Boiling Point: 268.8 °C at 760 mmHg
• Flash Point: 114.3 °C
• PSA: 52.60000
• Density: 1.135 g/cm³
• LogP: 0.68770
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl3-Oxo-3-(2-tetrahydrofuryl)propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL 3-(TETRAHYDROFURAN-2-YL)-3-OXOPROPANOATE

There total 5 articles about ETHYL 3-(TETRAHYDROFURAN-2-YL)-3-OXOPROPANOATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

hydrogen ethyl malonate (1071-46-1) + (2R)-tetrahydrofuran-2-carboxylic acid chloride (148151-47-7) → ethyl 3-oxo-3-[(2R)-tetrahydrofuran-2-yl]propanoate (1161825-32-6,887411-85-0)

Guidance literature:

hydrogen ethyl malonate; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 - -5 ℃;

(2R)-tetrahydrofuran-2-carboxylic acid chloride; In tetrahydrofuran; hexanes; at -65 ℃; for 1h;

Reference yield: 100.0%

tetrahydro-2-furancarboxylic acid (16874-33-2) + ethyl potassium malonate (6148-64-7) → ethyl 3-oxo-3-(tetrahydrofuran-2-yl)propanoate (887411-85-0)

Guidance literature:

tetrahydro-2-furancarboxylic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 1.5h;

ethyl potassium malonate; With magnesium chloride;

Reference yield: 99.0%

C9H10N2O4 + magnesium bis(3-ethoxy-3-oxopropanoate) (37517-78-5) → ethyl 3-oxo-3-[(2S)-tetrahydrofuran-2-yl]propanoate (1161825-34-8,887411-85-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm4016729

upstream raw materials:

ethyl tetrahydrofurancarboxylate

sodium ethyl acetylacetate enolate

tetrahydro-2-furancarboxylic acid

ethyl potassium malonate

Downstream raw materials:

(+/-)-1-methyl-2-phenyl-5-(tetrahydrofuran-2-yl)-1H-pyrazol-3(2H)-one

Refernces

• 1、 Goldberg, Frederick W.,Dossetter, Alexander G.,Scott, James S.,Robb, Graeme R.,Boyd, Scott,Groombridge, Sam D.,Kemmitt, Paul D.,Sj?gren, Tove,Gutierrez, Pablo Morentin,Deschoolmeester, Joanne,Swales, John G.,Turnbull, Andrew V.,Wild, Martin J.. "Optimization of brain penetrant 11β-hydroxysteroid dehydrogenase type i inhibitors and in vivo testing in diet-induced obese mice". supporting information. p. 970 - 986. Retrieved 2014/03/21.