2-{2-[2-(2-{2,3-difluoro-4-[4-(4-hexyloxyphenyl)phenyl]phenoxy}ethoxy)ethoxy]ethoxy}ethanol monomethacrylate

Base Information

• Chemical Name: 2-{2-[2-(2-{2,3-difluoro-4-[4-(4-hexyloxyphenyl)phenyl]phenoxy}ethoxy)ethoxy]ethoxy}ethanol monomethacrylate
• CAS No.: 870646-87-0
• Molecular Formula: C₃₆H₄₄F₂O₇
• Molecular Weight: 626.738
• Mol file: 870646-87-0.mol

Synonyms:2-{2-[2-(2-{2,3-difluoro-4-[4-(4-hexyloxyphenyl)phenyl]phenoxy}ethoxy)ethoxy]ethoxy}ethanol monomethacrylate

Chemical Property of 2-{2-[2-(2-{2,3-difluoro-4-[4-(4-hexyloxyphenyl)phenyl]phenoxy}ethoxy)ethoxy]ethoxy}ethanol monomethacrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{2-[2-(2-{2,3-difluoro-4-[4-(4-hexyloxyphenyl)phenyl]phenoxy}ethoxy)ethoxy]ethoxy}ethanol monomethacrylate

There total 11 articles about 2-{2-[2-(2-{2,3-difluoro-4-[4-(4-hexyloxyphenyl)phenyl]phenoxy}ethoxy)ethoxy]ethoxy}ethanol monomethacrylate 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: 51.0%

2-{2-[2-(2-{2,3-difluoro-4-[4-(4-hexyloxyphenyl)phenyl]phenoxy}ethoxy)ethoxy]ethoxy}ethanol (870646-86-9) + Methacryloyl chloride (920-46-7,26937-45-1) → 2-{2-[2-(2-{2,3-difluoro-4-[4-(4-hexyloxyphenyl)phenyl]phenoxy}ethoxy)ethoxy]ethoxy}ethanol monomethacrylate (870646-87-0)

Guidance literature:

With 2,6-di-tert-butylphenol; triethylamine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/ja0549594

Reference yield:

4-bromo-4'-hydroxybiphenyl (29558-77-8) → 2-{2-[2-(2-{2,3-difluoro-4-[4-(4-hexyloxyphenyl)phenyl]phenoxy}ethoxy)ethoxy]ethoxy}ethanol monomethacrylate (870646-87-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / tetrabutylammonium iodide; K₂CO₃ / dimethylformamide / 24 h / 80 °C

2: 42 percent / Pd(PPh₃)4; aq. Na₂CO₃ / benzene; methanol / 2 h / Heating

3: 89 percent / K₂CO₃ / dimethylformamide / 48 h / Heating

4: 51 percent / Et₃N; 2,6-di-tert-butylphenol / CH₂Cl₂ / 3 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butylphenol; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene; 2: Suzuki coupling;

DOI:10.1021/ja0549594

Reference yield:

2,3-difluoro-(tert-butyldimethylsilyloxy)benzene (870646-82-5) → 2-{2-[2-(2-{2,3-difluoro-4-[4-(4-hexyloxyphenyl)phenyl]phenoxy}ethoxy)ethoxy]ethoxy}ethanol monomethacrylate (870646-87-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran / 2.5 h / -78 °C

1.2: tetrahydrofuran / -78 - 20 °C

2.1: 8.18 g / aq. HCl / tetrahydrofuran / 1 h / 20 °C

3.1: 42 percent / Pd(PPh₃)4; aq. Na₂CO₃ / benzene; methanol / 2 h / Heating

4.1: 89 percent / K₂CO₃ / dimethylformamide / 48 h / Heating

5.1: 51 percent / Et₃N; 2,6-di-tert-butylphenol / CH₂Cl₂ / 3 h / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 2,6-di-tert-butylphenol; sodium carbonate; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene; 3.1: Suzuki coupling;

DOI:10.1021/ja0549594

upstream raw materials:

2-{2-[2-(2-{2,3-difluoro-4-[4-(4-hexyloxyphenyl)phenyl]phenoxy}ethoxy)ethoxy]ethoxy}ethanol

Methacryloyl chloride

2,3-difluoro-(tert-butyldimethylsilyloxy)benzene

4-tert-butyldimethylsilyloxy-2,3-difluorophenylboronic acid