3-（trifluoromethyl) Cinnamaldehyde

Base Information

• Chemical Name: 3-（trifluoromethyl) Cinnamaldehyde
• CAS No.: 262268-58-6
• Molecular Formula: C10H7F3O
• Molecular Weight: 200.16
• Mol file: 262268-58-6.mol

Synonyms:(2E)-3-[3-(Trifluoromethyl)phenyl]prop-2-enal;

Chemical Property of 3-（trifluoromethyl) Cinnamaldehyde

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Refractive Index: 1.499
• Boiling Point: 256.865 °C at 760 mmHg
• Flash Point: 107.119 °C
• PSA: 17.07000
• Density: 1.241 g/cm³
• LogP: 2.91750
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

(E)-3-(3-(Trifluoromethyl)phenyl)acrylaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (E)-3-(3-(Trifluoromethyl)phenyl)acrylaldehyde is an intermediate used in the synthesis of (E)-2,3,-Dehydro-cinacalcet, which is an impurity of Cinacalcet Hydrochloride (C441800). Cinacalcet is used in clinical trial in secondary hyperparathyroidism.

Technology Process of 3-（trifluoromethyl) Cinnamaldehyde

There total 18 articles about 3-（trifluoromethyl) Cinnamaldehyde 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: 75.0%

3-Trifluoromethylbenzaldehyde (454-89-7) + acetaldehyde (75-07-0,9002-91-9) → (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde (262268-58-6,871543-59-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 - 25 ℃; for 48h; Reagent/catalyst; Solvent;

Reference yield: 68.0%

1-(3-Trifluoromethyl-phenyl)-prop-2-yn-1-ol → (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde (262268-58-6,871543-59-8)

Guidance literature:

With methyl trifluoromethanesulfonate; In 2,2,2-trifluoroethanol; at 70 ℃; for 1h;

DOI:10.1055/s-0036-1588800

Reference yield: 30.0%

3-Trifluoromethylbenzaldehyde (454-89-7) + formylmethyltriphenylphosphonium chloride (62942-43-2) → (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde (262268-58-6,871543-59-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1021/jacs.8b05240

upstream raw materials:

(E)-3-(3-trifluoromethylphenyl)prop-2-en-1-ol

acrylaldehyde diethyl acetal

m-trifluoromethylphenyl iodide

3-Trifluoromethylbenzaldehyde

Downstream raw materials:

trans-4,4-dimethyl-2-(m-trifluoromethylstyryl)-1,3-oxathiane

tert-butyl-dimethyl-[1-trichloromethyl-3-(3-trifluoromethyl-phenyl)-allyloxy]-silane

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

(E)-3-(3-trifluoromethylphenyl)prop-2-en-1-ol

Refernces

• 1、 Ni, Shuaishuai,Li, Baoli,Chen, Feifei,Wei, Hanwen,Mao, Fei,Liu, Yifu,Xu, Yixiang,Qiu, Xiaoxi,Li, Xiaokang,Liu, Wenwen,Hu, Linghao,Ling, Dazheng,Wang, Manjiong,Zheng, Xinyu,Zhu, Jin,Lan, Lefu,Li, Jian. "Novel Staphyloxanthin Inhibitors with Improved Potency against Multidrug Resistant Staphylococcus aureus". . p. 233 - 237. Retrieved 2018/03/21.
• 2、 Ni, Shuaishuai,Wei, Hanwen,Li, Baoli,Chen, Feifei,Liu, Yifu,Chen, Wenhua,Xu, Yixiang,Qiu, Xiaoxia,Li, Xiaokang,Lu, Yanli,Liu, Wenwen,Hu, Linhao,Lin, Dazheng,Wang, Manjiong,Zheng, Xinyu,Mao, Fei,Zhu, Jin,Lan, Lefu,Li, Jian. "Novel Inhibitors of Staphyloxanthin Virulence Factor in Comparison with Linezolid and Vancomycin versus Methicillin-Resistant, Linezolid-Resistant, and Vancomycin-Intermediate Staphylococcus aureus Infections in Vivo". . p. 8145 - 8159. Retrieved 2017/10/18.