trans-β-(trifluoromethyl)-4-(methoxycarbonyl)-styrene

Base Information

• Chemical Name: trans-β-(trifluoromethyl)-4-(methoxycarbonyl)-styrene
• CAS No.: 78622-58-9
• Molecular Formula: C₁₁H₉F₃O₂
• Molecular Weight: 230.186
• Mol file: 78622-58-9.mol

Synonyms:trans-β-(trifluoromethyl)-4-(methoxycarbonyl)-styrene

Chemical Property of trans-β-(trifluoromethyl)-4-(methoxycarbonyl)-styrene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-β-(trifluoromethyl)-4-(methoxycarbonyl)-styrene

There total 9 articles about trans-β-(trifluoromethyl)-4-(methoxycarbonyl)-styrene 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: 89.0%

4-methoxycarbonylphenylboronic acid (99768-12-4) + trans-1-chloro-3,3,3-trifluoropropene (102687-65-0) → trans-β-(trifluoromethyl)-4-(methoxycarbonyl)-styrene (78622-58-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; water; at 20 ℃; for 12h; Inert atmosphere; Sealed tube;

Reference yield: 83.0%

2,2,2-trifluorodiazoethane (371-67-5) + methyl 4-formylbenzoate (1571-08-0) → trans-β-(trifluoromethyl)-4-(methoxycarbonyl)-styrene (78622-58-9)

Guidance literature:

With meso-tetraphenylporphyrin iron(III) chloride; triphenylphosphine; In toluene; at 80 ℃; for 2h; stereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/cjoc.201800158

Reference yield: 65.0%

(E)-diphenyl-β-(trifluoromethyl)vinylsulfonium trifluoromethanesulfonate (1226574-99-7) + 4-methoxycarbonylphenylboronic acid (99768-12-4) → trans-β-(trifluoromethyl)-4-(methoxycarbonyl)-styrene (78622-58-9)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; at 20 - 50 ℃; for 12.5h; Inert atmosphere;

DOI:10.1002/ejoc.201200758

upstream raw materials:

1,1,1-trifluoropropylene

methyl 4-iodobenzoate

diphenyl(2,2,2-trifluoroethyl)phosphine oxide

methyl 4-formylbenzoate

Downstream raw materials:

4-(3,3,3-trifluoropropenyl)benzoic acid:

4-((1S,2R,6S)-2-Methoxy-4-oxo-6-trifluoromethyl-cyclohexyl)-benzoic acid methyl ester

4-((1S,2S,6S)-2-Methoxy-4-oxo-6-trifluoromethyl-cyclohexyl)-benzoic acid methyl ester

4-((1S,6S)-4-Oxo-6-trifluoromethyl-cyclohex-2-enyl)-benzoic acid methyl ester

Refernces

• 1、 Barthelemy, Anne-Laure,Dagousset, Guillaume,Magnier, Emmanuel. "Metal-Free Visible-Light-Mediated Hydrotrifluoromethylation of Unactivated Alkenes and Alkynes in Continuous Flow". supporting information. p. 1429 - 1432. Retrieved 2019/11/13.
• 2、 -. "MONOSUBSTITUTED(FLUOROALKYL)ETHYLENES AND METHOD OF PRODUCING THE SAME". Paragraph 0092; 0093. . Retrieved 2017/01/02.