4-(3-Bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyronitrile

Base Information

• Chemical Name: 4-(3-Bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyronitrile
• CAS No.: 212688-01-2
• Molecular Formula: C₂₉H₂₃BrNO₂P
• Molecular Weight: 528.385

Synonyms:4-(3-Bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyronitrile

Chemical Property of 4-(3-Bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyronitrile

Chemical Property:

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Technology Process of 4-(3-Bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyronitrile

There total 3 articles about 4-(3-Bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyronitrile 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%

(3-bromo-4-methoxy-phenyl)-acetic acid (774-81-2) + cyanomethylene triphenylphosphorane (16640-68-9) → 4-(3-Bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-butyronitrile (212688-01-2)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1021/jo980860m

Reference yield:

4-methoxy-phenyl acetic acid methyl ester (23786-14-3) → 4-(3-Bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-butyronitrile (212688-01-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / Br₂, AlCl₃ / CH₂Cl₂ / 0.33 h / 0 °C

2: 90 percent / aq. NaOH / methanol / 1.5 h / Ambient temperature

3: 82 percent / EDCI / CH₂Cl₂ / 4 h / Ambient temperature

With sodium hydroxide; aluminium trichloride; bromine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane;

DOI:10.1021/jo980860m

Reference yield:

methyl 2-(3-bromo-4-methoxyphenyl)acetate (19626-36-9) → 4-(3-Bromo-4-methoxy-phenyl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-butyronitrile (212688-01-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / aq. NaOH / methanol / 1.5 h / Ambient temperature

2: 82 percent / EDCI / CH₂Cl₂ / 4 h / Ambient temperature

With sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane;

DOI:10.1021/jo980860m

upstream raw materials:

(3-bromo-4-methoxy-phenyl)-acetic acid

cyanomethylene triphenylphosphorane

4-methoxy-phenyl acetic acid methyl ester

methyl 2-(3-bromo-4-methoxyphenyl)acetate

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