Methyl 5-formylfuran-3-carboxylate

Base Information

• Chemical Name: Methyl 5-formylfuran-3-carboxylate
• CAS No.: 102169-71-1
• Molecular Formula: C₇H₆O₄
• Molecular Weight: 154.122
• European Community (EC) Number: 854-068-9
• Mol file: 102169-71-1.mol

Synonyms:methyl 5-formylfuran-3-carboxylate;102169-71-1;3-Furancarboxylic acid, 5-formyl-, methyl ester;methyl5-formylfuran-3-carboxylate;SCHEMBL3907977;4-methoxycarbonyl-2-furaldehyde;CEA16971;MFCD22069937;AKOS022716454;AT20020;BS-51617;CS-0526908;EN300-77670;Z1197921204

Chemical Property of Methyl 5-formylfuran-3-carboxylate

Chemical Property:

• PSA: 56.51000
• LogP: 0.87870
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 154.02660867
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

97% ^*data from raw suppliers

Methyl5-Formylfuran-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=COC(=C1)C=O

Technology Process of Methyl 5-formylfuran-3-carboxylate

There total 6 articles about Methyl 5-formylfuran-3-carboxylate 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: 87.5%

methyl furan-3-carboxylate (13129-23-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-methoxycarbonyl-2-furaldehyde (102169-71-1)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 20 ℃; Inert atmosphere;

methyl furan-3-carboxylate; at 100 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2012.01.043

Reference yield:

5-chlorocarbonyl-furan-3-carboxylic acid methyl ester (98273-12-2) → 4-methoxycarbonyl-2-furaldehyde (102169-71-1)

Guidance literature:

With Pd-BaSO₄; xylene; Hydrogenation;

DOI:10.1021/ja01328a059

Reference yield:

4-(methoxycarbonyl)furan-2-carboxylic acid (42933-19-7) → 4-methoxycarbonyl-2-furaldehyde (102169-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene; thionyl chloride

2: palladium/barium sulfate; xylene / Hydrogenation

With Pd-BaSO₄; thionyl chloride; xylene; benzene;

DOI:10.1021/ja01328a059

upstream raw materials:

methyl furan-3-carboxylate

N,N-dimethyl-formamide

5-chlorocarbonyl-furan-3-carboxylic acid methyl ester

trichlorophosphate

Downstream raw materials:

5-formyl-furan-3-carboxylic acid

5-Methyl-furan-carbonsaeure-(3)