2′-Dicyclohexylphosphino-2,4,6-trimethoxybiphenyl

Base Information

• Chemical Name: 2′-Dicyclohexylphosphino-2,4,6-trimethoxybiphenyl
• CAS No.: 1000171-05-0
• Molecular Formula: C27H37O3P
• Molecular Weight: 440.563
• Mol file: 1000171-05-0.mol

Synonyms:Dicyclohexyl(2 inverted exclamation marka,4 inverted exclamation marka,6 inverted exclamation marka-trimethoxy[1,1 inverted exclamation marka-biphenyl]-2-yl)-phosphine;2 inverted exclamation marka-Dicyclohexylphosphino-2,4,6-trimethoxybiphenyl;2-dicyclohexylphosphino-2',4',6'-trimethoxybiphenyl;2'-Dicyclohexylphosphino-2,4,6-trimethoxybiphenyl;

Chemical Property of 2′-Dicyclohexylphosphino-2,4,6-trimethoxybiphenyl

Chemical Property:

• Melting Point: 148-158°C
• PSA: 41.28000
• LogP: 7.15200

Purity/Quality:

99%, ^*data from raw suppliers

2′-Dicyclohexylphosphino-2,4,6-trimethoxybiphenyl 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2′-Dicyclohexylphosphino-2,4,6-trimethoxybiphenyl

There total 2 articles about 2′-Dicyclohexylphosphino-2,4,6-trimethoxybiphenyl 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:

chlorodicyclohexylphosphane (16523-54-9) + 2-bromo-2',4',6'-trimethoxy-1,1'-biphenyl → 2-dicyclohexylphosphino-2',4',6'-triisopropyl-1,10-biphenyl (1000171-05-0)

Guidance literature:

2-bromo-2',4',6'-trimethoxy-1,1'-biphenyl; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.08h; Inert atmosphere;

chlorodicyclohexylphosphane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01231

Reference yield:

1,2,3-trimethoxybenzene (621-23-8) + 2-bromo-1-chlorobenzene (694-80-4) → 2-dicyclohexylphosphino-2',4',6'-triisopropyl-1,10-biphenyl (1000171-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 3.58 h / 0 - 20 °C / Inert atmosphere

1.2: 1.16 h / 0 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 1.08 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

With n-butyllithium; In tetrahydrofuran;

DOI:10.1021/acs.orglett.1c01231

Reference yield: 90.0%

3-methoxyphenyl bromide (2398-37-0) + 2-dicyclohexylphosphino-2',4',6'-triisopropyl-1,10-biphenyl (1000171-05-0) + bis(trimethylsilylmethyl)(cycloocta-1,5-diene)palladium(II) (225931-80-6) → C34H44BrO4PPd

Guidance literature:

In cyclohexane; at 20 ℃; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/jacs.6b05990

upstream raw materials:

1,2,3-trimethoxybenzene

2-bromo-1-chlorobenzene

chlorodicyclohexylphosphane

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