[2',4'-Bis(1,1-dimethylethyl)-6'-methoxy[1,1'-biphenyl]-2-yl]dicyclohexylphosphine

Base Information

• Chemical Name: [2',4'-Bis(1,1-dimethylethyl)-6'-methoxy[1,1'-biphenyl]-2-yl]dicyclohexylphosphine
• CAS No.: 1848244-75-6
• Molecular Formula: C33H49OP
• Molecular Weight: 492.72
• Mol file: 1848244-75-6.mol

Synonyms:[2',4'-Bis(1,1-dimethylethyl)-6'-methoxy[1,1'-biphenyl]-2-yl]dicyclohexylphosphine;2-Dicyclohexylphosphino-2'-methoxy-4',6'-di-t-butyl-1,1'-biphenyl,min.98%VPhos

Chemical Property of [2',4'-Bis(1,1-dimethylethyl)-6'-methoxy[1,1'-biphenyl]-2-yl]dicyclohexylphosphine

Chemical Property:

• PSA: 22.82000
• LogP: 9.72980
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98% ^*data from raw suppliers

2-Dicyclohexylphosphino-2'-methoxy-4',6'-di-t-butyl-1,1'-biphenyl, min. 98% VPhos ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: As the Pd G4 complex, this ligand from the Buchwald group offers best-in-class performance in the micellar aqueous Negishi coupling of heterocyclic alkyl bromides.

Technology Process of [2',4'-Bis(1,1-dimethylethyl)-6'-methoxy[1,1'-biphenyl]-2-yl]dicyclohexylphosphine

There total 4 articles about [2',4'-Bis(1,1-dimethylethyl)-6'-methoxy[1,1'-biphenyl]-2-yl]dicyclohexylphosphine 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: 68.0%

2,4-di-tert-butyl-2'-iodo-6-methoxy-1,1'-biphenyl + (2-chlorophenyl)dicyclohexylphosphine → dicyclohexyl(2',4'-di-tert-butyl-6'-methoxy-[1,1'-biphenyl]-2-yl)phosphane (1848244-75-6)

Guidance literature:

2,4-di-tert-butyl-2'-iodo-6-methoxy-1,1'-biphenyl; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

(2-chlorophenyl)dicyclohexylphosphine; In tetrahydrofuran; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/anie.201509341

Reference yield:

2-bromo-3,5-di-tert-butylphenol (153872-76-5) → dicyclohexyl(2',4'-di-tert-butyl-6'-methoxy-[1,1'-biphenyl]-2-yl)phosphane (1848244-75-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere

2.1: magnesium / tetrahydrofuran; dichloromethane / 2.25 h / 70 °C / Inert atmosphere

2.2: 1.5 h / 70 °C / Inert atmosphere

2.3: Inert atmosphere; Cooling with ice

3.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: 1.5 h / 20 °C / Inert atmosphere

With n-butyllithium; potassium carbonate; magnesium; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/anie.201509341

Reference yield:

2-bromo-1,5-di-tert-butyl-3-methoxybenzene (153872-77-6) → dicyclohexyl(2',4'-di-tert-butyl-6'-methoxy-[1,1'-biphenyl]-2-yl)phosphane (1848244-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium / tetrahydrofuran; dichloromethane / 2.25 h / 70 °C / Inert atmosphere

1.2: 1.5 h / 70 °C / Inert atmosphere

1.3: Inert atmosphere; Cooling with ice

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 1.5 h / 20 °C / Inert atmosphere

With n-butyllithium; magnesium; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201509341

upstream raw materials:

2-bromo-3,5-di-tert-butylphenol

2-bromo-1,5-di-tert-butyl-3-methoxybenzene

3,5-Di-tert-butylphenol