Methyl 4-{(3E)-4-{2-[(2-chlorobenzyl)oxy]phenyl}-2-[2-(4-cyanophenyl)ethyl]but-3-en-1-yl}-benzoate

Base Information

• Chemical Name: Methyl 4-{(3E)-4-{2-[(2-chlorobenzyl)oxy]phenyl}-2-[2-(4-cyanophenyl)ethyl]but-3-en-1-yl}-benzoate
• CAS No.: 935253-25-1
• Molecular Formula: C₃₄H₃₀ClNO₃
• Molecular Weight: 536.07
• Mol file: 935253-25-1.mol

Synonyms:Methyl 4-{(3E)-4-{2-[(2-chlorobenzyl)oxy]phenyl}-2-[2-(4-cyanophenyl)ethyl]but-3-en-1-yl}-benzoate

Chemical Property of Methyl 4-{(3E)-4-{2-[(2-chlorobenzyl)oxy]phenyl}-2-[2-(4-cyanophenyl)ethyl]but-3-en-1-yl}-benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 4-{(3E)-4-{2-[(2-chlorobenzyl)oxy]phenyl}-2-[2-(4-cyanophenyl)ethyl]but-3-en-1-yl}-benzoate

There total 11 articles about Methyl 4-{(3E)-4-{2-[(2-chlorobenzyl)oxy]phenyl}-2-[2-(4-cyanophenyl)ethyl]but-3-en-1-yl}-benzoate 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: 36.0%

methyl (E)-4-[2-[2-(4-cyanophenyl)ethyl]-4-(2-hydroxyphenyl)but-3-enyl]benzoate (934753-05-6) + 1-bromomethyl-2-chlorobenzene (611-17-6) → Methyl 4-{(3E)-4-{2-[(2-chlorobenzyl)oxy]phenyl}-2-[2-(4-cyanophenyl)ethyl]but-3-en-1-yl}-benzoate (935253-25-1)

Guidance literature:

With potassium carbonate; In acetonitrile; for 12h; Reflux;

Reference yield:

1-(2-bromoethyl)-4-hydroxymethylbenzene → Methyl 4-{(3E)-4-{2-[(2-chlorobenzyl)oxy]phenyl}-2-[2-(4-cyanophenyl)ethyl]but-3-en-1-yl}-benzoate (935253-25-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: pyridinium chlorochromate / dichloromethane / 20 °C

2.1: formic acid; hydroxylamine hydrochloride / 2 h / Reflux

3.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

3.2: 0 - 20 °C

4.1: formic acid; triethylamine; triphenylphosphine / palladium diacetate / 1,4-dioxane / 20 - 100 °C

5.1: borane-THF / tetrahydrofuran / -15 °C

6.1: pyridinium chlorochromate / dichloromethane / 5 h / 20 °C

7.1: n-butyllithium / tetrahydrofuran; hexane / 0 - 20 °C

8.1: potassium carbonate / acetonitrile / 12 h / Reflux

With n-butyllithium; formic acid; borane-THF; hydroxylamine hydrochloride; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; pyridinium chlorochromate; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

4-(2-bromoethyl)benzonitrile (72054-56-9) → Methyl 4-{(3E)-4-{2-[(2-chlorobenzyl)oxy]phenyl}-2-[2-(4-cyanophenyl)ethyl]but-3-en-1-yl}-benzoate (935253-25-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

1.2: 0 - 20 °C

2.1: formic acid; triethylamine; triphenylphosphine / palladium diacetate / 1,4-dioxane / 20 - 100 °C

3.1: borane-THF / tetrahydrofuran / -15 °C

4.1: pyridinium chlorochromate / dichloromethane / 5 h / 20 °C

5.1: n-butyllithium / tetrahydrofuran; hexane / 0 - 20 °C

6.1: potassium carbonate / acetonitrile / 12 h / Reflux

With n-butyllithium; formic acid; borane-THF; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; pyridinium chlorochromate; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

methyl (E)-4-[2-[2-(4-cyanophenyl)ethyl]-4-(2-hydroxyphenyl)but-3-enyl]benzoate

1-bromomethyl-2-chlorobenzene

4-(2-bromoethyl)benzonitrile

methyl 4-[4-(4-cyanophenyl)-2-formylbutyl]benzoate

Downstream raw materials:

4-((3E)-4-{2-[(2-chlorobenzyl)oxy]phenyl}-2-{2-[4-(1H-tetrazol-5-yl)phenyl]ethyl}but-3-en-1-yl)benzoic acid

methyl 4-((3E)-4-{2-[(2-chlorobenzyl)oxy]phenyl}-2-{2-[4-(1H-tetrazol-5-yl)phenyl]ethyl}but-3-en-1-yl)benzoate