3-(4-cyanomethoxy-3,2''-diisobutyl-2'-naphthalen-1-ylmethyl-[1,1':4',1'']-terphenyl-4''-yl)propionitrile

Base Information

• Chemical Name: 3-(4-cyanomethoxy-3,2''-diisobutyl-2'-naphthalen-1-ylmethyl-[1,1':4',1'']-terphenyl-4''-yl)propionitrile
• CAS No.: 475272-45-8
• Molecular Formula: C₄₂H₄₂N₂O
• Molecular Weight: 590.808
• Mol file: 475272-45-8.mol

Synonyms:3-(4-cyanomethoxy-3,2''-diisobutyl-2'-naphthalen-1-ylmethyl-[1,1':4',1'']-terphenyl-4''-yl)propionitrile

Chemical Property of 3-(4-cyanomethoxy-3,2''-diisobutyl-2'-naphthalen-1-ylmethyl-[1,1':4',1'']-terphenyl-4''-yl)propionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-cyanomethoxy-3,2''-diisobutyl-2'-naphthalen-1-ylmethyl-[1,1':4',1'']-terphenyl-4''-yl)propionitrile

There total 17 articles about 3-(4-cyanomethoxy-3,2''-diisobutyl-2'-naphthalen-1-ylmethyl-[1,1':4',1'']-terphenyl-4''-yl)propionitrile 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: 98.39%

3-(4-hydroxy-3,2''-diisobutyl-2'-naphthalen-1-ylmethyl-[1,1':4',1'']-terphenyl-4''-yl)propionitrile (475272-44-7) + chloroacetonitrile (107-14-2) → 3-(4-cyanomethoxy-3,2''-diisobutyl-2'-naphthalen-1-ylmethyl-[1,1':4',1'']-terphenyl-4''-yl)propionitrile (475272-45-8)

Guidance literature:

With potassium carbonate; In acetone; at 55 ℃; for 24h;

DOI:10.1021/ja026861k DOI:10.1021/ja050122x

Reference yield:

3-(2-isobutyl-4'-methoxy-3'-naphthalen-1-yl-methylbiphenyl-4-yl)propionitrile (475272-40-3) → 3-(4-cyanomethoxy-3,2''-diisobutyl-2'-naphthalen-1-ylmethyl-[1,1':4',1'']-terphenyl-4''-yl)propionitrile (475272-45-8)

Guidance literature:

Multi-step reaction with 5 steps

1: BBr₃ / CH₂Cl₂ / 0 - 20 °C

2: DIEA / CH₂Cl₂

3: Cs₂CO₃ / Pd(PPh₃)4 / dimethylformamide

4: BBr₃ / CH₂Cl₂

5: K₂CO₃ / acetone / 55 °C

With boron tribromide; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide; acetone; 3: Suzuki coupling;

DOI:10.1002/anie.200462316

Reference yield:

4-(2-cyanoethyl)-2-isobutylphenyl trifluoromethanesulfonate (434300-54-6) → 3-(4-cyanomethoxy-3,2''-diisobutyl-2'-naphthalen-1-ylmethyl-[1,1':4',1'']-terphenyl-4''-yl)propionitrile (475272-45-8)

Guidance literature:

Multi-step reaction with 6 steps

1: Cs₂CO₃ / Pd(PPh₃)4 / dimethylformamide / 110 °C

2: BBr₃ / CH₂Cl₂ / 0 - 20 °C

3: DIEA / CH₂Cl₂

4: Cs₂CO₃ / Pd(PPh₃)4 / dimethylformamide

5: BBr₃ / CH₂Cl₂

6: K₂CO₃ / acetone / 55 °C

With boron tribromide; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide; acetone; 1: Suzuki coupling / 4: Suzuki coupling;

DOI:10.1002/anie.200462316

upstream raw materials:

3-(4-hydroxy-3,2''-diisobutyl-2'-naphthalen-1-ylmethyl-[1,1':4',1'']-terphenyl-4''-yl)propionitrile

chloroacetonitrile

4-iodo-2-isobutylanisole

3-(3-isobutyl-4-methoxyphenyl)propanenitrile

Downstream raw materials:

3-(3,2''-diisobutyl-4-methoxycarbonylmethoxy-2'-naphthalen-1-ylmethyl-[1,1':4',1'']-terphenyl-4''-yl)propionic acid methyl ester