2-Propenoic acid, 3-(4-chlorophenyl)-, butyl ester, (2E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(4-chlorophenyl)-, butyl ester, (2E)-
• CAS No.: 123248-22-6
• Molecular Formula: C₁₃H₁₅ClO₂
• Molecular Weight: 238.714
• Mol file: 123248-22-6.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 3-(4-chlorophenyl)-, butyl ester, (2E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Propenoic acid, 3-(4-chlorophenyl)-, butyl ester, (2E)-

There total 46 articles about 2-Propenoic acid, 3-(4-chlorophenyl)-, butyl 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: 100.0%

1-Chloro-4-iodobenzene (637-87-6) + acrylic acid n-butyl ester (141-32-2,9003-49-0) → butyl (E)-4-chlorocinnamate (42175-12-2,123248-22-6)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene monohydrochloride; In N,N-dimethyl-formamide; at 120 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ol801589p

Reference yield: 99.0%

bromochlorobenzene (106-39-8) + acrylic acid n-butyl ester (141-32-2,9003-49-0) → butyl p-chlorocinnamate (123248-22-6,42175-12-2)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; tetrabutylammomium bromide; triethylamine; In N,N-dimethyl-formamide; at 140 ℃; for 20h; Reagent/catalyst; Sealed tube; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.organomet.7b00184

Reference yield: 98.0%

bromochlorobenzene (106-39-8) + n-butyl cinnamate (52392-64-0,52392-65-1,538-65-8) → butyl p-chlorocinnamate (123248-22-6,42175-12-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 2.25h;

DOI:10.1007/s11243-017-0151-y

upstream raw materials:

bromochlorobenzene

acrylic acid n-butyl ester

1-Chloro-4-iodobenzene

bis(4-chlorophenyl)acetylene

Downstream raw materials:

(E)-n-butyl 3-(4-((E)-4-(trifluoromethyl)styryl)phenyl)acrylate

(E)-n-butyl 3-(4-((E)-4-(chloromethyl)styryl)phenyl)acrylate

(E)-ethyl 3-(4-((E)-3-n-butoxy-3-oxoprop-1-en-1-yl)phenyl)but-2-enoate

(E)-ethyl 3-(4-((E)-3-n-butoxy-3-oxoprop-1-en-1-yl)phenyl)-3-phenylacrylate

Refernces

• 1、 Ul Islam, Rafique,Witcomb, Michael J.,Scurrell, Michael S.,Van Otterlo, Willem,Van Der Lingen, Elma,Mallick, Kaushik. "Metal-polymer hybrid material as a catalyst for the heck coupling reaction under phosphine-free conditions". . p. 3561 - 3572. Retrieved 2011.
• 2、 Ghorbani-Choghamarani, Arash,Tahmasbi, Bahman,Noori, Nourolah,Faryadi, Sara. "Pd–S-methylisothiourea supported on magnetic nanoparticles as an efficient and reusable nanocatalyst for Heck and Suzuki reactions". . p. 132 - 139. Retrieved 2017.
• 3、 Ghorbani-Choghamarani, Arash,Mohammadi, Masoud,Hudson, Robert H.E.,Tamoradi, Taiebeh. "Boehmite@tryptophan-Pd nanoparticles: A new catalyst for C–C bond formation". . . Retrieved 2019.
• 4、 Du, Yijun,Gou, Faliang,Gao, Danning,Liu, Zhifeng,Shao, Linjun,Qi, Chenze. "Palladium nanoparticles encapsulated in polyimide nanofibers: An efficient and recyclable catalyst for coupling reaction". . . Retrieved 2021/09/15.
• 5、 Hajjami, Maryam,Shirvandi, Zeinab. "Pd–ninhydrin immobilized on magnetic nanoparticles: synthesis, characterization, and application as a highly efficient and recoverable catalyst for Suzuki–Miyaura and Heck–Mizoroki C–C coupling reactions". . p. 1059 - 1072. Retrieved 2020/01/06.