Phenol,4-[5-[(1E)-3-hydroxy-1-propen-1-yl]-7-methoxy-2-benzofuranyl]-2-methoxy-

Base Information

• Chemical Name: Phenol,4-[5-[(1E)-3-hydroxy-1-propen-1-yl]-7-methoxy-2-benzofuranyl]-2-methoxy-
• CAS No.: 156398-61-7
• Molecular Formula: C₁₉H₁₈O₅
• Molecular Weight: 326.349
• Mol file: 156398-61-7.mol

Synonyms:Phenol,4-[5-(3-hydroxy-1-propenyl)-7-methoxy-2-benzofuranyl]-2-methoxy-, (E)-; Phenol,4-[5-[(1E)-3-hydroxy-1-propenyl]-7-methoxy-2-benzofuranyl]-2-methoxy- (9CI);Ailanthoidol

Chemical Property of Phenol,4-[5-[(1E)-3-hydroxy-1-propen-1-yl]-7-methoxy-2-benzofuranyl]-2-methoxy-

Chemical Property:

• Melting Point: 199-201 °C
• Boiling Point: 539.2±45.0 °C(Predicted)
• PSA: 72.06000
• Density: 1.272±0.06 g/cm3(Predicted)
• LogP: 3.82810

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phenol,4-[5-[(1E)-3-hydroxy-1-propen-1-yl]-7-methoxy-2-benzofuranyl]-2-methoxy-

There total 43 articles about Phenol,4-[5-[(1E)-3-hydroxy-1-propen-1-yl]-7-methoxy-2-benzofuranyl]-2-methoxy- 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: 98.0%

(E)-3-(2-(4-acetoxy-3-methoxyphenyl)-7-methoxybenzofuran-5-yl)allyl acetate → (E)-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxyprop-1-enyl)-7-methoxybenzofuran (156398-61-7)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1055/s-0037-1610169

Reference yield: 97.0%

2-(p-hydroxy-m-methoxyphenyl)-7-methoxy-5-(carbethoxy-1-propen-1-yl)benzo[b]furan (213970-71-9) → (E)-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxyprop-1-enyl)-7-methoxybenzofuran (156398-61-7)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.1021/jo0258960

Reference yield: 95.0%

C21H20O6 → (E)-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxyprop-1-enyl)-7-methoxybenzofuran (156398-61-7)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.1002/ejoc.201600154

upstream raw materials:

2-(p-hydroxy-m-methoxyphenyl)-7-methoxy-5-(carbethoxy-1-propen-1-yl)benzo[b]furan

5-bromo-7-methoxy-2-nitrobenzofuran

5-bromo-3-methoxysalicylaldehyde

5-(2-(ethoxycarbonyl)-E-ethenyl)-7-methoxy-2-(3-methoxy-4-benzyloxyphenyl)benzofuran

Refernces

• 1、 Espinoza-Hicks, José C.,Zaragoza-Galán, Gerardo,Chávez-Flores, David,Ramos-Sánchez, Víctor H.,Tamariz, Joaquín,Camacho-Dávila, Alejandro A.. "A Convergent Total Synthesis of the Biologically Active Benzofurans Ailanthoidol, Egonol and Homoegonol from Biomass-Derived Eugenol". . p. 3493 - 3498. Retrieved 2018/09/04.
• 2、 Hwang, Jung Woon,Choi, Da Hye,Jeon, Jae-Ho,Kim, Jin-Kyung,Jun, Jong-Gab. "Facile preparation of 2-arylbenzo[b]furan molecules and their anti-inflammatory effects". experimental part. p. 965 - 970. Retrieved 2010/11/02.