2-Propenoic acid, 3-phenyl-2-(trifluoromethyl)-, methyl ester, (2E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-phenyl-2-(trifluoromethyl)-, methyl ester, (2E)-
• CAS No.: 133377-41-0
• Molecular Formula: C11H9F3O2
• Molecular Weight: 230.186
• Mol file: 133377-41-0.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 3-phenyl-2-(trifluoromethyl)-, methyl ester, (2E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Propenoic acid, 3-phenyl-2-(trifluoromethyl)-, methyl ester, (2E)-

There total 10 articles about 2-Propenoic acid, 3-phenyl-2-(trifluoromethyl)-, methyl ester, (2E)- 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: 88.0%

methyl (E)-2-bromo-3-phenylprop-2-enoate (24127-62-6) + bis(trifluoromethyl)mercury (371-76-6) → methyl (E)-3-phenyl-2-(trifluoromethyl)prop-2-enoate (133377-41-0)

Guidance literature:

With copper; In N,N-dimethyl acetamide; at 140 ℃; for 2h;

DOI:10.1021/jo062544a

Reference yield: 40.0%

potassium (Z)-trifluoro(3-methoxy-3-oxo-1-phenylprop-1-en-2-yl)borate + Langlois reagent (2926-29-6) → methyl (E)-3-phenyl-2-(trifluoromethyl)prop-2-enoate (133377-41-0)

Guidance literature:

With 1H-imidazole; tert.-butylhydroperoxide; copper diacetate; In dichloromethane; water; at 20 ℃; for 20h; Solvent; Reagent/catalyst; Temperature; diastereoselective reaction; Catalytic behavior;

DOI:10.1002/adsc.202000937

Reference yield:

iodobenzene (591-50-4) + methyl α-trifluoromethylacrylate (382-90-1) → methyl (Z)-3-phenyl-2-(trifluoromethyl)prop-2-enoate (133377-35-2) + methyl (E)-3-phenyl-2-(trifluoromethyl)prop-2-enoate (133377-41-0)

Guidance literature:

With palladium(II) trifluoroacetate; silver trifluoromethanesulfonate; In 1,4-dioxane; at 90 ℃; for 2h; Overall yield = 85 %; Overall yield = 39.3 mg;

DOI:10.1021/acs.joc.8b03085

upstream raw materials:

benzaldehyde

2-diazo-3,3,3-trifluoropropionic acid methyl ester

(Z)-methyl 2-bromo-3-phenylacrylate

bis(trifluoromethyl)mercury

Refernces

• 1、 Bouillon, Jean-Philippe,Couve-Bonnaire, Samuel,Pannecoucke, Xavier,Schlinquer, Claire,Xiao, Pan. "Ligand-free palladium-catalyzed Mizoroki-Heck reaction to synthesize valuable α-trifluoromethylacrylates". . . Retrieved 2020/03/03.
• 2、 -. "A synthetic three fluoro methyl acrylic acid derivative method". Paragraph 0027; 0091-0093. . Retrieved 2017/03/28.