Propanoic acid, 3-[[4-(2-phenylethenyl)phenyl]thio]-, 2-ethylhexyl ester

Base Information

• Chemical Name: Propanoic acid, 3-[[4-(2-phenylethenyl)phenyl]thio]-, 2-ethylhexyl ester
• CAS No.: 881664-13-7
• Molecular Formula: C25H32O2S
• Molecular Weight: 396.594
• Mol file: 881664-13-7.mol

Synonyms:

Chemical Property of Propanoic acid, 3-[[4-(2-phenylethenyl)phenyl]thio]-, 2-ethylhexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Propanoic acid, 3-[[4-(2-phenylethenyl)phenyl]thio]-, 2-ethylhexyl ester

There total 5 articles about Propanoic acid, 3-[[4-(2-phenylethenyl)phenyl]thio]-, 2-ethylhexyl ester 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: 92.0%

3-(4-bromophenylsulfanyl)propionic acid 2-ethylhexyl ester (881664-08-0) + styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → 3-(4-styryl-phenylsulfanyl)propionic acid 2-ethylhexyl ester (881664-13-7)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; at 130 ℃; for 10h;

DOI:10.1021/jo052624z

Reference yield:

1,4-bromoiodobenzene (589-87-7) → 3-(4-formylphenylsulfanyl)propionic acid 2-ethylhexyl ester + 3-(biphenyl-4-ylsulfanyl)-propionic acid 2-ethyl-hexyl ester (1026904-14-2) + 3-(4'-methoxy-biphenyl-4-ylsulfanyl)-propionic acid 2-ethyl-hexyl ester + 3-(4'-fluoro-biphenyl-4-ylsulfanyl)-propionic acid 2-ethyl-hexyl ester + 3-(4-styryl-phenylsulfanyl)propionic acid 2-ethylhexyl ester (881664-13-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 44.3 percent / copper / 4 h / 150 - 175 °C

2: 48.5 percent / triethylphosphite / 20 h / 165 °C

3: 30.6 percent / N,N-dimethyl-acetamide / 18 h / Heating

With copper; triethyl phosphite; In N,N-dimethyl acetamide; 1: Ullmann reaction;

DOI:10.1128/AAC.46.3.797-807.2002

Reference yield:

2-Ethylhexyl acrylate (103-11-7) → 3-(4-styryl-phenylsulfanyl)propionic acid 2-ethylhexyl ester (881664-13-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / TBAF / tetrahydrofuran / 15 h / 20 °C

2: 92 percent / i-Pr₂NEt; NMP; Pd(PPh₃)4 / 10 h / 130 °C

With 1-methyl-pyrrolidin-2-one; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 2: Heck reaction;

DOI:10.1021/jo052624z

upstream raw materials:

3-(4-bromophenylsulfanyl)propionic acid 2-ethylhexyl ester

styrene

2-Ethylhexyl acrylate

2-ethylhexyl 3-sulfanylpropanoate

Refernces

• 1、 Itoh, Takahiro,Mase, Toshiaki. "Practical thiol surrogates and protective groups for arylthiols for Suzuki-Miyaura conditions". . p. 2203 - 2206. Retrieved 2007/10/03.