3'-Chloro-4'-fluoro-[1,1'-biphenyl]-4-ol

Base Information

• Chemical Name: 3'-Chloro-4'-fluoro-[1,1'-biphenyl]-4-ol
• CAS No.: 22510-31-2
• Molecular Formula: C12H8ClFO
• Molecular Weight: 222.646
• Hs Code.: 2907199090
• Mol file: 22510-31-2.mol

Synonyms:3'-Chloro-4'-fluoro-[1,1'-biphenyl]-4-ol;4-(3-Chloro-4-fluorophenyl)phenol

Chemical Property of 3'-Chloro-4'-fluoro-[1,1'-biphenyl]-4-ol

Chemical Property:

• PSA: 20.23000
• LogP: 3.85170

Purity/Quality:

99% ^*data from raw suppliers

4-(3-Chloro-4-fluorophenyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3'-Chloro-4'-fluoro-[1,1'-biphenyl]-4-ol

There total 3 articles about 3'-Chloro-4'-fluoro-[1,1'-biphenyl]-4-ol 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: 82.0%

1-bromo-3-chloro-4-fluorobenzene (60811-21-4) + 4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride (123088-32-4) → 4-(4'-fluoro-3'-chloro-phenyl)phenol (22510-31-2)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 95 ℃;

DOI:10.1016/S0968-0896(03)00303-1

Reference yield:

4-bromo-phenol (106-41-2) → 4-(4'-fluoro-3'-chloro-phenyl)phenol (22510-31-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 100 percent / imidazole / dimethylformamide / 20 °C

2.1: n-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: triisopropyl borate / tetrahydrofuran / -78 - 20 °C

2.3: 65 percent / HCl / tetrahydrofuran; H₂O / 0.08 h / 0 °C

3.1: 82 percent / Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 95 °C

With 1H-imidazole; n-butyllithium; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 3.1: Suzuki reaction;

DOI:10.1016/S0968-0896(03)00303-1

Reference yield:

t-butyldimethylsilyl-4-bromophenol (67963-68-2) → 4-(4'-fluoro-3'-chloro-phenyl)phenol (22510-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C

1.2: triisopropyl borate / tetrahydrofuran / -78 - 20 °C

1.3: 65 percent / HCl / tetrahydrofuran; H₂O / 0.08 h / 0 °C

2.1: 82 percent / Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 95 °C

With n-butyllithium; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; water; 2.1: Suzuki reaction;

DOI:10.1016/S0968-0896(03)00303-1

upstream raw materials:

1-bromo-3-chloro-4-fluorobenzene

4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride

4-bromo-phenol

t-butyldimethylsilyl-4-bromophenol

Downstream raw materials:

N-(1-(((3'-chloro-4'-fluoro(1,1'-biphenyl)-4-yl)oxy)methyl)-2-(3,4,4-trimethyl-2,5-dioxo-1-imidazolidinyl)ethyl)-N-hydroxyformamide

Refernces