1-BroMo-3-[3-(trifluoroMethyl)phenyl]propane

Base Information

• Chemical Name: 1-BroMo-3-[3-(trifluoroMethyl)phenyl]propane
• CAS No.: 129254-76-8
• Molecular Formula: C10H10BrF3
• Molecular Weight: 267.089
• Mol file: 129254-76-8.mol

Synonyms:1-Bromo-3-[3-(trifluoromethyl)phenyl]propane;

Chemical Property of 1-BroMo-3-[3-(trifluoroMethyl)phenyl]propane

Chemical Property:

• Boiling Point: 226.3 °C at 760 mmHg
• Flash Point: 106 °C
• PSA: 0.00000
• Density: 1.44 g/cm³
• LogP: 4.03290
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

1-(3-Bromopropyl)-3-(trifluoromethyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-(3-Bromopropyl)-3-(trifluoromethyl)benzene is a key intermediate in the synthesis of Cinacalcet Hydrochloride (C441800). Cinacalcet Hydrochloride is the (R) enantiomer of Cinacalcet and is used in clinical trial in secondary hyperparathyroidism.

Technology Process of 1-BroMo-3-[3-(trifluoroMethyl)phenyl]propane

There total 8 articles about 1-BroMo-3-[3-(trifluoroMethyl)phenyl]propane 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: 90.97%

3-[3-(trifluoromethyl)phenyl]propan-1-ol (78573-45-2) → 1-(3-bromopropyl)-3- (trifluoromethyl)benzene (129254-76-8)

Guidance literature:

With sulfuric acid; hydrogen bromide; tetra(n-butyl)ammonium hydrogensulfate; In water; at 82 ℃; for 25h; Temperature; Concentration; Reagent/catalyst;

Reference yield: 76.45%

3-[3-(trifluoromethyl)phenyl]propan-1-ol (78573-45-2) → 1-[(1E)-3-bromopropyl-1-en-1-yl]-3-(trifluoromethyl)benzene + 1-(3-bromopropyl)-3- (trifluoromethyl)benzene (129254-76-8)

Guidance literature:

With sulfuric acid; hydrogen bromide; In water; at 25 - 55 ℃;

DOI:10.1021/op200016a

Reference yield: 53.0%

1-Cyclopropyl-3-trifluoromethyl-benzene → 1-(3-bromopropyl)-3- (trifluoromethyl)benzene (129254-76-8)

Guidance literature:

With boron tribromide; tert-butyl alcohol; In dichloromethane; at 23 ℃; for 44h; regioselective reaction;

DOI:10.1039/d0sc02567d

upstream raw materials:

3-[3-(trifluoromethyl)phenyl]propan-1-ol

3-Trifluoromethylbenzaldehyde

3-(trifluoromethyl)cinnamic acid

3-(3-trifluoromethylphenyl)propanoic acid

Downstream raw materials:

cinacalcet

cinacalcet hydrochloride

N-(1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine hydrochloride

(R)-(1-naphthalen-1-ylethyl)-N,N-bis[3-(3-trifluoromethylphenyl)propyl]amine

Refernces

• 1、 Kramer, S?ren. "Synthesis of α-Substituted Primary Benzylamines through Copper-Catalyzed Cross-Dehydrogenative Coupling". supporting information. p. 65 - 69. Retrieved 2019/01/04.
• 2、 Chen, Fenglin,Chen, Ke,Zhang, Yao,He, Yuli,Wang, Yi-Ming,Zhu, Shaolin. "Remote migratory cross-electrophile coupling and olefin hydroarylation reactions enabled by in situ generation of nih". supporting information. p. 13929 - 13935. Retrieved 2017/11/07.