Ethyl 4-(furan-2-yl)-3-oxobutanoate

Base Information

• Chemical Name: Ethyl 4-(furan-2-yl)-3-oxobutanoate
• CAS No.: 577776-75-1
• Molecular Formula: C10H12O4
• Molecular Weight: 196.2
• DSSTox Substance ID: DTXSID90590768
• Wikidata: Q82484409
• Mol file: 577776-75-1.mol

Synonyms:Ethyl 4-(2-furyl)-3-oxobutanoate;ethyl 4-(furan-2-yl)-3-oxobutanoate;577776-75-1;SCHEMBL20351618;DTXSID90590768;AKOS006291366;DB-297483

Chemical Property of Ethyl 4-(furan-2-yl)-3-oxobutanoate

Chemical Property:

• Vapor Pressure: 0.0108mmHg at 25°C
• Refractive Index: 1.476
• Boiling Point: 262.6°C at 760 mmHg
• Flash Point: 112.6°C
• PSA: 56.51000
• Density: 1.142g/cm³
• LogP: 1.34440
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

95% ^*data from raw suppliers

ETHYL-4-(2-FURYL)-3-OXOBUTANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)CC1=CC=CO1

Technology Process of Ethyl 4-(furan-2-yl)-3-oxobutanoate

There total 3 articles about Ethyl 4-(furan-2-yl)-3-oxobutanoate 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: 50.0%

(Z)-4-Furan-2-yl-3-nitro-but-2-enoic acid ethyl ester → 4-(furan-2-yl)-3-oxobutanoic acid ethyl ester (577776-75-1)

Guidance literature:

With titanium(III) chloride; ammonium acetate; In 1,2-dimethoxyethane; water;

DOI:10.1016/j.tetlet.2004.07.141

Reference yield:

2-(2-nitroethyl)furan (5462-90-8) → 4-(furan-2-yl)-3-oxobutanoic acid ethyl ester (577776-75-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / Amberlyst A-21 / 19 h / 20 °C

2: 87 percent / MeSO₂Cl; Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

3: 50 percent / TiCl₃; NH₄OAc / 1,2-dimethoxy-ethane; H₂O

With titanium(III) chloride; Amberlyst A-21; ammonium acetate; methanesulfonyl chloride; triethylamine; In 1,2-dimethoxyethane; dichloromethane; water;

DOI:10.1016/j.tetlet.2004.07.141

Reference yield:

4-furan-2-yl-2-hydroxy-3-nitro-butyric acid ethyl ester (777931-80-3) → 4-(furan-2-yl)-3-oxobutanoic acid ethyl ester (577776-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / MeSO₂Cl; Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

2: 50 percent / TiCl₃; NH₄OAc / 1,2-dimethoxy-ethane; H₂O

With titanium(III) chloride; ammonium acetate; methanesulfonyl chloride; triethylamine; In 1,2-dimethoxyethane; dichloromethane; water;

DOI:10.1016/j.tetlet.2004.07.141

upstream raw materials:

2-(2-nitroethyl)furan

4-furan-2-yl-2-hydroxy-3-nitro-butyric acid ethyl ester