3-(4'-hydroxy-2-isobutyl-3'-naphthalen-1-ylmethylbiphenyl-4-yl)-propionitrile

Base Information

• Chemical Name: 3-(4'-hydroxy-2-isobutyl-3'-naphthalen-1-ylmethylbiphenyl-4-yl)-propionitrile
• CAS No.: 475272-41-4
• Molecular Formula: C₃₀H₂₉NO
• Molecular Weight: 419.566
• Mol file: 475272-41-4.mol

Synonyms:3-(4'-hydroxy-2-isobutyl-3'-naphthalen-1-ylmethylbiphenyl-4-yl)-propionitrile

Chemical Property of 3-(4'-hydroxy-2-isobutyl-3'-naphthalen-1-ylmethylbiphenyl-4-yl)-propionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4'-hydroxy-2-isobutyl-3'-naphthalen-1-ylmethylbiphenyl-4-yl)-propionitrile

There total 12 articles about 3-(4'-hydroxy-2-isobutyl-3'-naphthalen-1-ylmethylbiphenyl-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: 93.91%

3-(2-isobutyl-4'-methoxy-3'-naphthalen-1-yl-methylbiphenyl-4-yl)propionitrile (475272-40-3) → 3-(4'-hydroxy-2-isobutyl-3'-naphthalen-1-ylmethylbiphenyl-4-yl)-propionitrile (475272-41-4)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1021/ja050122x

Reference yield:

4-(2-cyanoethyl)-2-isobutylphenyl trifluoromethanesulfonate (434300-54-6) → 3-(4'-hydroxy-2-isobutyl-3'-naphthalen-1-ylmethylbiphenyl-4-yl)-propionitrile (475272-41-4)

Guidance literature:

Multi-step reaction with 2 steps

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

2: BBr₃ / CH₂Cl₂ / 0 - 20 °C

With boron tribromide; caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide; 1: Suzuki coupling;

DOI:10.1002/anie.200462316

Reference yield:

4-iodo-2-isobutylanisole (475272-03-8) → 3-(4'-hydroxy-2-isobutyl-3'-naphthalen-1-ylmethylbiphenyl-4-yl)-propionitrile (475272-41-4)

Guidance literature:

Multi-step reaction with 6 steps

1: Bu₄NCl; NaHCO₃ / Pd(OAc)2 / dimethylformamide / 40 °C

2: Mg / methanol / 20 °C

3: BBr₃ / CH₂Cl₂ / 20 °C

4: pyridine / 20 °C

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

6: BBr₃ / CH₂Cl₂ / 0 - 20 °C

With pyridine; tetrabutyl-ammonium chloride; boron tribromide; sodium hydrogencarbonate; caesium carbonate; magnesium; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; N,N-dimethyl-formamide; 5: Suzuki coupling;

DOI:10.1002/anie.200462316

upstream raw materials:

3-(2-isobutyl-4'-methoxy-3'-naphthalen-1-yl-methylbiphenyl-4-yl)propionitrile

4-iodo-2-isobutylanisole

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

3-(4-hydroxy-3-isobutylphenyl)propanenitrile

Downstream raw materials:

trifluoro-methanesulfonic acid 4'-(2-cyano-ethyl)-2'-isobutyl-3-naphthalen-1-ylmethyl-biphenyl-4-yl-ester

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

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

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