Furan, 2,5-bis(4-ethoxy-3-methoxyphenyl)-3,4-dimethyl-

Base Information

• Chemical Name: Furan, 2,5-bis(4-ethoxy-3-methoxyphenyl)-3,4-dimethyl-
• CAS No.: 749-33-7
• Molecular Formula: C24H28O5
• Molecular Weight: 396.483
• DSSTox Substance ID: DTXSID80454082
• Nikkaji Number: J1.144.163G
• Wikidata: Q82275417
• Mol file: 749-33-7.mol

Synonyms:749-33-7;2,5-bis(4-ethoxy-3-methoxyphenyl)-3,4-dimethylfuran;Diethylfuroguaiacin;Furan, 2,5-bis(4-ethoxy-3-methoxyphenyl)-3,4-dimethyl-;DTXSID80454082

Chemical Property of Furan, 2,5-bis(4-ethoxy-3-methoxyphenyl)-3,4-dimethyl-

Chemical Property:

• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 396.19367399
• Heavy Atom Count: 29
• Complexity: 444

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=C(C=C1)C2=C(C(=C(O2)C3=CC(=C(C=C3)OCC)OC)C)C)OC

Technology Process of Furan, 2,5-bis(4-ethoxy-3-methoxyphenyl)-3,4-dimethyl-

There total 8 articles about Furan, 2,5-bis(4-ethoxy-3-methoxyphenyl)-3,4-dimethyl- 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: 87.0%

2,5-bis-(4-ethoxy-3-methoxy-phenyl)-3,4-bis-hydroxymethyl-furan (987-71-3) → 2,5-bis(4'-ethoxy-3'-methoxy)-3,4-dimethylfuran (749-33-7)

Guidance literature:

With hydrogen; trimethyleneglycol; In tetrahydrofuran; chloroform; at 80 ℃; for 48h; under 45003.6 Torr;

DOI:10.1080/00397919708006815

Reference yield:

diethylfuroguaiacidin (52465-56-2) → 2,5-bis(4'-ethoxy-3'-methoxy)-3,4-dimethylfuran (749-33-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 26h;

Reference yield:

Ethyl p-ethoxy-m-methoxybenzoylacetate (53293-05-3) → 2,5-bis(4'-ethoxy-3'-methoxy)-3,4-dimethylfuran (749-33-7)

Guidance literature:

Multi-step reaction with 4 steps

1: NaOEt, I₂

2: p-TsOH / benzene / 8 h / Heating

3: LiAlH₄ / tetrahydrofuran / 12 h / Heating

4: 87 percent / H₂ / PdO / tetrahydrofuran; CHCl₃ / 48 h / 80 °C / 45003.6 Torr

With lithium aluminium tetrahydride; hydrogen; iodine; sodium ethanolate; toluene-4-sulfonic acid; trimethyleneglycol; In tetrahydrofuran; chloroform; benzene;

DOI:10.1080/00397919708006815

upstream raw materials:

2,5-bis-(4-ethoxy-3-methoxy-phenyl)-3,4-bis-hydroxymethyl-furan

diethylfuroguaiacidin

diethylfuroguaiaoxidin

Ethyl p-ethoxy-m-methoxybenzoylacetate

Refernces

• 1、 Wu, Anxin,Wang, Mingyi,Pan, Xinfu. "A novel synthetic route to furan-lignans". . p. 2087 - 2091. Retrieved 2007/10/03.