Ethyl 2-formylfuran-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-formylfuran-3-carboxylate
• CAS No.: 19076-56-3
• Molecular Formula: C8H8O4
• Molecular Weight: 168.14700
• DSSTox Substance ID: DTXSID10455340
• Nikkaji Number: J1.056.245G
• Wikidata: Q82277296
• Mol file: 19076-56-3.mol

Synonyms:Ethyl 2-formylfuran-3-carboxylate;19076-56-3;3-Furancarboxylic acid, 2-formyl-, ethyl ester;SCHEMBL2872850;Ethyl2-formylfuran-3-carboxylate;DTXSID10455340;SB61634;2-Formylfuran-3-carboxylic acid ethyl ester;2-Formyl-furan-3-carboxylic acid ethyl ester

Chemical Property of Ethyl 2-formylfuran-3-carboxylate

Chemical Property:

• PSA: 56.51000
• LogP: 1.26880
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

Ethyl2-formylfuran-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(OC=C1)C=O

Technology Process of Ethyl 2-formylfuran-3-carboxylate

There total 5 articles about Ethyl 2-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: 73.0%

ethyl 3-furancarboxylate (614-98-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → ethyl 2-formylfuran-3-carboxylate (19076-56-3) + ethyl 5-formylfuran-3-carboxylate (32365-53-0)

Guidance literature:

With trichlorophosphate; at 60 ℃;

DOI:10.1021/op300002f

Reference yield: 46.0%

2-chloroethanal (107-20-0) + ethyl 4,4-diethoxyacetoacetate (10495-09-7) → ethyl 2-formylfuran-3-carboxylate (19076-56-3)

Guidance literature:

2-chloroethanal; ethyl 4,4-diethoxyacetoacetate; With ammonium acetate; In ethanol; water; at 80 ℃; for 1h;

With water; acetic acid; In ethanol; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2012.04.022

Reference yield: 45.0%

ethyl 3-furancarboxylate (614-98-2) → ethyl 2-formylfuran-3-carboxylate (19076-56-3) + ethyl 5-formylfuran-3-carboxylate (32365-53-0)

Guidance literature:

DOI:10.1016/S0040-4020(01)00175-2

upstream raw materials:

ethyl 3-furancarboxylate

N,N-dimethyl-formamide

2-chloroethanal

ethyl 4,4-diethoxyacetoacetate

Downstream raw materials:

(2E,4E)-3-Methyl-5-{2-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-furan-3-yl}-penta-2,4-dienoic acid ethyl ester

2-[(E)-2-(2,6,6-Trimethyl-cyclohex-1-enyl)-vinyl]-furan-3-carbaldehyde

2-[(E)-2-(2,6,6-Trimethyl-cyclohex-1-enyl)-vinyl]-furan-3-carboxylic acid ethyl ester