5-(3-bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanenitrile

Base Information

• Chemical Name: 5-(3-bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanenitrile
• CAS No.: 288311-04-6
• Molecular Formula: C₃₀H₂₅BrNO₂P
• Molecular Weight: 542.412
• Mol file: 288311-04-6.mol

Synonyms:5-(3-bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanenitrile

Chemical Property of 5-(3-bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(3-bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanenitrile

There total 5 articles about 5-(3-bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanenitrile 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: 57.0%

3-(3-bromo-4-methoxyphenyl)propionic acid (1857-57-4) + cyanomethylene triphenylphosphorane (16640-68-9) → 5-(3-bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-pentanenitrile (288311-04-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/jo0015974

Reference yield:

3-(3-bromo-4-methoxyphenyl)propanoyl chloride (946-62-3) + cyanomethylene triphenylphosphorane (16640-68-9) → 5-(3-bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-pentanenitrile (288311-04-6)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1021/jo000458j

Reference yield:

3-(3-bromo-4-methoxyphenyl)-propionic acid methyl ester (288310-70-3) → 5-(3-bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-pentanenitrile (288311-04-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / NaOH / methanol; H₂O / 2.5 h / 20 °C

2: oxalyl chloride / CH₂Cl₂ / 3 h / 20 °C

3: 1.97 g / N,O-bis(trimethylsilyl)acetamide / CH₂Cl₂ / 20 h / 20 °C

With sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; oxalyl dichloride; In methanol; dichloromethane; water; 1: Hydrolysis / 2: Substitution / 3: Acylation;

DOI:10.1021/jo000458j

upstream raw materials:

3-(3-bromo-4-methoxyphenyl)propanoyl chloride

cyanomethylene triphenylphosphorane

3-(3-bromo-4-methoxyphenyl)propionic acid

3-(3-bromo-4-methoxyphenyl)-propionic acid methyl ester

Downstream raw materials:

methyl 4-(3-bromo-4-methoxy-phenyl)-2-oxo-butyrate