2-(3-bromophenyl)-3-(4-chlorophenyl)propionic acid

Base Information

• Chemical Name: 2-(3-bromophenyl)-3-(4-chlorophenyl)propionic acid
• CAS No.: 941280-51-9
• Molecular Formula: C₁₅H₁₂BrClO₂
• Molecular Weight: 339.616
• Mol file: 941280-51-9.mol

Synonyms:2-(3-bromophenyl)-3-(4-chlorophenyl)propionic acid

Chemical Property of 2-(3-bromophenyl)-3-(4-chlorophenyl)propionic acid

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-bromophenyl)-3-(4-chlorophenyl)propionic acid

There total 1 articles about 2-(3-bromophenyl)-3-(4-chlorophenyl)propionic acid 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: 77.0%

3-Bromophenylacetic acid (1878-67-7) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 2-(3-bromophenyl)-3-(4-chlorophenyl)propionic acid (941280-51-9)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -15 ℃; for 4h; Inert atmosphere; Large scale;

DOI:10.1021/op700026n

Reference yield:

2-(3-bromophenyl)-3-(4-chlorophenyl)propionic acid (941280-51-9) + (S)-1-phenyl-ethylamine (2627-86-3) → 3-(4-chlorophenyl)-2-(3-bromophenyl)propanoic acid, (S)-methylbenzylamine salt (958850-97-0)

Guidance literature:

In toluene; Industry scale;

Reference yield:

2-(3-bromophenyl)-3-(4-chlorophenyl)propionic acid (941280-51-9) → 3-[(1S,2S)-2-amino-1-(4-chlorobenzyl)propyl]benzonitrile hydrochloride

Guidance literature:

Multi-step reaction with 8 steps

1.1: N,N-dimethyl-formamide / toluene / 1.5 h / Inert atmosphere; Large scale

2.1: potassium carbonate; N,O-dimethylhydroxylamine*hydrochloride / water / 1.25 h / 30 °C / Inert atmosphere; Large scale

2.2: 1.5 h / Inert atmosphere; Large scale

3.1: potassium tert-butylate; C₆₂H₆₆Cl₂N₂P₂Ru / toluene; isopropyl alcohol / 0 - 25 °C / Inert atmosphere; Glovebox; Autoclave; Large scale

3.2: 0 °C / Glovebox; Autoclave; Large scale

4.1: palladium diacetate; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 0.92 h / 56 °C / Inert atmosphere; Large scale

4.2: 3.25 h / 56 °C / Inert atmosphere; Large scale

5.1: triethylamine / toluene / 0.17 h / 20 °C / Inert atmosphere; Large scale

6.1: N-ethyl-N,N-diisopropylamine; sodium azide / N,N-dimethyl-formamide / 70 °C / Inert atmosphere; Large scale

7.1: triphenylphosphine; water / toluene / 8 h / 70 °C / Inert atmosphere; Large scale

8.1: hydrogenchloride / isopropyl alcohol / Inert atmosphere; Large scale

With hydrogenchloride; sodium azide; C₆₂H₆₆Cl₂N₂P₂Ru; potassium tert-butylate; water; palladium diacetate; N,O-dimethylhydroxylamine*hydrochloride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; triphenylphosphine; tris-(o-tolyl)phosphine; In water; N,N-dimethyl-formamide; isopropyl alcohol; toluene;

DOI:10.1021/op700026n

upstream raw materials:

3-Bromophenylacetic acid

1-Chloro-4-(chloromethyl)benzene

Downstream raw materials:

3-(4-chlorophenyl)-2-(3-bromophenyl)propanoic acid, (S)-methylbenzylamine salt

(3S)-3-(3-bromophenyl)-4-(4-chlorophenyl)butan-2-one

(2R,3S)-3-(3-bromophenyl)-4-(4-chlorophenyl)butan-2-ol

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