2-{4'-[(Diethoxyphosphoryl)difluoromethyl]phenyl}-5-(1,3-dioxolan-2-yl)furan

Base Information

• Chemical Name: 2-{4'-[(Diethoxyphosphoryl)difluoromethyl]phenyl}-5-(1,3-dioxolan-2-yl)furan
• CAS No.: 222544-96-9
• Molecular Formula: C₁₈H₂₁F₂O₆P
• Molecular Weight: 402.332
• Mol file: 222544-96-9.mol

Synonyms:2-{4'-[(Diethoxyphosphoryl)difluoromethyl]phenyl}-5-(1,3-dioxolan-2-yl)furan

Chemical Property of 2-{4'-[(Diethoxyphosphoryl)difluoromethyl]phenyl}-5-(1,3-dioxolan-2-yl)furan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{4'-[(Diethoxyphosphoryl)difluoromethyl]phenyl}-5-(1,3-dioxolan-2-yl)furan

There total 5 articles about 2-{4'-[(Diethoxyphosphoryl)difluoromethyl]phenyl}-5-(1,3-dioxolan-2-yl)furan 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: 60.0%

2-(tributylstannyl)-5-(1,3-dioxolan-2-yl)-furan + 4-[(Diethoxyphosphoryl)difluoromethyl]phenyl trifluoromethanesulfonate (181188-34-1) → 2-{4'-[(Diethoxyphosphoryl)difluoromethyl]phenyl}-5-(1,3-dioxolan-2-yl)furan (222544-96-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 60 ℃; for 6h;

DOI:10.1016/S0040-4039(99)00266-X

Reference yield: 30.0%

[Difluoro-(4-iodo-phenyl)-methyl]-phosphonic acid diethyl ester (156017-41-3) + 2-(tributylstannyl)-5-(1,3-dioxolan-2-yl)-furan → 2-{4'-[(Diethoxyphosphoryl)difluoromethyl]phenyl}-5-(1,3-dioxolan-2-yl)furan (222544-96-9)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 60 ℃; for 6h;

DOI:10.1039/b004187o

Reference yield:

4-iodophenyl trifluoromethanesulfonate (109586-39-2) → 2-{4'-[(Diethoxyphosphoryl)difluoromethyl]phenyl}-5-(1,3-dioxolan-2-yl)furan (222544-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Zn / N,N-dimethyl-acetamide / 3 h / 20 °C

1.2: CuBr / N,N-dimethyl-acetamide / 0.5 h / 20 °C

1.3: 66 percent / N,N-dimethyl-acetamide / 27 h / 20 °C

2.1: 60 percent / PdCl₂(PPh₃)2 / dimethylformamide / 6 h / 60 °C

With zinc; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl acetamide; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Substitution / 1.3: Substitution / 2.1: Substitution;

DOI:10.1039/b004187o

upstream raw materials:

4-[(Diethoxyphosphoryl)difluoromethyl]phenyl trifluoromethanesulfonate

[Difluoro-(4-iodo-phenyl)-methyl]-phosphonic acid diethyl ester

diethyl (bromodifluoromethyl)phosphonate

4-iodophenyl trifluoromethanesulfonate