methyl 2-phenylbenzo[b]furan-5-carboxylate

Base Information

• Chemical Name: methyl 2-phenylbenzo[b]furan-5-carboxylate
• CAS No.: 190067-53-9
• Molecular Formula: C₁₆H₁₂O₃
• Molecular Weight: 252.269
• Mol file: 190067-53-9.mol

Synonyms:

Chemical Property of methyl 2-phenylbenzo[b]furan-5-carboxylate

Chemical Property:

Purity/Quality:

Methyl2-phenylbenzofuran-5-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-phenylbenzo[b]furan-5-carboxylate

There total 6 articles about methyl 2-phenylbenzo[b]furan-5-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:

methyl 3-iodo-4-hydroxybenzoate (15126-06-4) → methyl 2-phenylbenzo[b]furan-5-carboxylate (190067-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; N,N,N',N'-tetramethylguanidine / N,N-dimethyl-formamide / 22 h / 50 °C / Inert atmosphere

2: triethylamine; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / water / 22 h / 40 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); triethylamine; triphenylphosphine; N,N,N',N'-tetramethylguanidine; In water; N,N-dimethyl-formamide; 2: |Suzuki-Miyaura Coupling;

DOI:10.3987/COM-17-13723

Reference yield:

methyl 3-formyl-4-hydroxybenzoate (24589-99-9) → methyl 2-phenylbenzo[b]furan-5-carboxylate (190067-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-butyldimethylsiyl triflate; 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C

1.2: 0 - 20 °C

2.1: [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; potassium carbonate / methanol; toluene / 0.5 h / 100 °C / Microwave irradiation

With 2,6-dimethylpyridine; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; t-butyldimethylsiyl triflate; potassium carbonate; In methanol; dichloromethane; toluene; 2.1: |Suzuki Coupling;

Reference yield:

4-hydroxy-benzoic acid (99-96-7) → methyl 2-phenylbenzo[b]furan-5-carboxylate (190067-53-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium iodide; sodium hydroxide; sodium hypochlorite / methanol / 2 h / 5 - 20 °C

2: hydrogenchloride / 65 °C

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran; chloroform / 16 h / 50 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium hypochlorite; copper(l) iodide; triethylamine; sodium iodide; sodium hydroxide; In tetrahydrofuran; methanol; chloroform;

upstream raw materials:

methyl 3-iodo-4-hydroxybenzoate

methyl 3-formyl-4-hydroxybenzoate

4-hydroxy-benzoic acid

4-hydroxy-3-iodobenzoic acid