Acetyl chloride, [4-chloro-2-(3-chloro-5-cyanobenzoyl)phenoxy]-

Base Information

• Chemical Name: Acetyl chloride, [4-chloro-2-(3-chloro-5-cyanobenzoyl)phenoxy]-
• CAS No.: 874889-42-6
• Molecular Formula: C16H8Cl3NO3
• Molecular Weight: 368.603
• Mol file: 874889-42-6.mol

Synonyms:

Chemical Property of Acetyl chloride, [4-chloro-2-(3-chloro-5-cyanobenzoyl)phenoxy]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetyl chloride, [4-chloro-2-(3-chloro-5-cyanobenzoyl)phenoxy]-

There total 13 articles about Acetyl chloride, [4-chloro-2-(3-chloro-5-cyanobenzoyl)phenoxy]- 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:

({4-chloro-2-[(3-chloro-5-cyanophenyl)carbonyl]phenyl}oxy)acetic acid (329946-46-5) → [4-chloro-2-(3-chloro-5-cyanobenzoyl)phenoxy]acetyl chloride (874889-42-6)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 2.25h;

DOI:10.1021/jm050670l

Reference yield:

5-chloro-N,2-dimethoxy-N-methylbenzamide (187396-78-7) → [4-chloro-2-(3-chloro-5-cyanobenzoyl)phenoxy]acetyl chloride (874889-42-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-BuLi / diethyl ether; hexane / 0.17 h / -78 °C

1.2: 97 percent / diethyl ether; hexane / 15.25 h / -78 - 20 °C

2.1: 56 percent / CuI; Pd(PPh₃)4 / acetonitrile / 0.75 h / Heating

3.1: 100 percent / BBr₃ / CH₂Cl₂ / 2.08 h / -78 - 20 °C

4.1: K₂CO₃ / acetone / 4.33 h / Heating

5.1: aq. LiOH / ethanol; tetrahydrofuran / 2.75 h / 20 °C

6.1: oxalyl chloride; DMF / CH₂Cl₂ / 2.25 h / 20 °C

With lithium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; oxalyl dichloride; boron tribromide; potassium carbonate; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; acetone; acetonitrile;

DOI:10.1021/jm050670l

Reference yield:

(3-bromo-5-chlorophenyl)(5-chloro-2-methoxyphenyl)methanone (329944-59-4) → [4-chloro-2-(3-chloro-5-cyanobenzoyl)phenoxy]acetyl chloride (874889-42-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 56 percent / CuI; Pd(PPh₃)4 / acetonitrile / 0.75 h / Heating

2: 100 percent / BBr₃ / CH₂Cl₂ / 2.08 h / -78 - 20 °C

3: K₂CO₃ / acetone / 4.33 h / Heating

4: aq. LiOH / ethanol; tetrahydrofuran / 2.75 h / 20 °C

5: oxalyl chloride; DMF / CH₂Cl₂ / 2.25 h / 20 °C

With lithium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; boron tribromide; potassium carbonate; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; dichloromethane; acetone; acetonitrile;

DOI:10.1021/jm050670l

upstream raw materials:

({4-chloro-2-[(3-chloro-5-cyanophenyl)carbonyl]phenyl}oxy)acetic acid

5-chloro-N,2-dimethoxy-N-methylbenzamide

(3-bromo-5-chlorophenyl)(5-chloro-2-methoxyphenyl)methanone

3-chloro-5-(5-chloro-2-methoxybenzoyl)benzonitrile

Downstream raw materials:

2-({4-chloro-2-[(3-chloro-5-cyanophenyl)carbonyl]phenyl}oxy)-N-(4-{[2,3-dihydroxy-3-methylbutyl]oxy}-2-methylphenyl)acetamide

2-({4-chloro-2-[(3-chloro-5-cyanophenyl)carbonyl]phenyl}oxy)-N-(4-{[(2S)-2,3-dihydroxy-3-methylbutyl]oxy}-2-methylphenyl)acetamide