(E)-3-(3,5-difluorophenyl)-4,4,4-trifluorobut-2-enoic acid

Base Information

• Chemical Name: (E)-3-(3,5-difluorophenyl)-4,4,4-trifluorobut-2-enoic acid
• CAS No.: 1104077-72-6
• Molecular Formula: C₁₀H₅F₅O₂
• Molecular Weight: 252.141
• Mol file: 1104077-72-6.mol

Synonyms:(E)-3-(3,5-difluorophenyl)-4,4,4-trifluorobut-2-enoic acid

Chemical Property of (E)-3-(3,5-difluorophenyl)-4,4,4-trifluorobut-2-enoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-(3,5-difluorophenyl)-4,4,4-trifluorobut-2-enoic acid

There total 7 articles about (E)-3-(3,5-difluorophenyl)-4,4,4-trifluorobut-2-enoic 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: 85.0%

acetic anhydride (108-24-7) + 1-(3,5-difluorophenyl)-2,2,2-trifluoroethan-1-one (845823-12-3) → (Z)-3-(3,5-difluorophenyl)-4,4,4-trifluorobut-2-enoic acid + (E)-3-(3,5-difluorophenyl)-4,4,4-trifluorobut-2-enoic acid (1104077-72-6)

Guidance literature:

acetic anhydride; 2,2,2,3’,5’-pentafluoroacetophenone; With sodium acetate; at 100 ℃; for 5h;

With water; at 4 - 20 ℃; for 2.5h;

Reference yield: 85.0%

acetic anhydride (108-24-7) + 1-(3,5-difluorophenyl)-2,2,2-trifluoroethan-1-one (845823-12-3) → (E)-3-(3,5-difluorophenyl)-4,4,4-trifluorobut-2-enoic acid (1104077-72-6)

Guidance literature:

acetic anhydride; 2,2,2,3’,5’-pentafluoroacetophenone; With sodium acetate; at 100 ℃; for 5h;

With water; at 4 - 20 ℃; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/op900216v

Reference yield: 80.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 1-(3,5-difluorophenyl)-2,2,2-trifluoroethan-1-one (845823-12-3) → (E)-3-(3,5-difluorophenyl)-4,4,4-trifluorobut-2-enoic acid (1104077-72-6)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; 2,2,2,3’,5’-pentafluoroacetophenone; With potassium carbonate; In ethanol; at 10 - 25 ℃;

With potassium hydroxide; water; In ethanol; Product distribution / selectivity;

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

2,2,2-Trifluoro-1-morpholin-4-yl-ethanone

3,5-difluorobromobenzene

1-(3,5-difluorophenyl)-2,2,2-trifluoroethan-1-one

Downstream raw materials:

(S,E)-4-benzyl-3-(3-(3,5-difluorophenyl)-4,4,4-trifluorobut-2-enoyl)oxazolidin-2-one

(S)-3-(3,5-difluorophenyl)-4,4,4-trifluorobutanoic acid

Refernces

• 1、 Dong, Kaiwu,Li, Yang,Wang, Zheng,Ding, Kuiling. "Catalytic asymmetric hydrogenation of α-CF3- or β-CF3-Substituted acrylic acids using Rhodium(I) complexes with a combination of chiral and achiral ligands". supporting information. p. 14191 - 14195. Retrieved 2014/01/06.
• 2、 -. "PROCESSES AND INTERMEDIATES FOR THE PREPARATION OF HETEROCYCLIC SULFONAMIDE COMPOUNDS". Page/Page column 22. . Retrieved 2009/02/11.