Benzenepropanoic acid,â-ethenyl-

Base Information

• Chemical Name: Benzenepropanoic acid,â-ethenyl-
• CAS No.: 5703-57-1
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.215
• Mol file: 5703-57-1.mol

Synonyms:3-phenylpent-4-enoic acid;3-phenyl-4-pentenoic acid;3-Phenyl-pent-4-ensaeure;3-phenyl-pent-4-enoic acid;

Chemical Property of Benzenepropanoic acid,â-ethenyl-

Chemical Property:

• PSA: 37.30000
• LogP: 2.43090

Purity/Quality:

95% ^*data from raw suppliers

3-phenylpent-4-enoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenepropanoic acid,â-ethenyl-

There total 20 articles about Benzenepropanoic acid,â-ethenyl- 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: 97.0%

ethyl 3-phenyl-4-pentenoate (60066-61-7) → 3-phenylpent-4-enoic acid (5703-57-1,132032-89-4)

Guidance literature:

With potassium hydroxide; In methanol; for 16h; Reflux;

DOI:10.1002/ejoc.201901163

Reference yield: 90.0%

3-Phenylpropenol (104-54-1) + Triethyl orthoacetate (78-39-7) → 3-phenylpent-4-enoic acid (5703-57-1,132032-89-4)

Guidance literature:

With hexanoic acid; In ethanol; at 70 - 150 ℃; Reflux;

DOI:10.1039/c3ob27321k

Reference yield: 89.0%

Triethyl orthoacetate (78-39-7) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → 3-phenylpent-4-enoic acid (5703-57-1,132032-89-4)

Guidance literature:

Triethyl orthoacetate; (2E)-3-phenyl-2-propen-1-ol; With propionic acid; at 160 ℃; for 16h; Dean-Stark;

With sodium hydroxide; In methanol; water; at 100 ℃; for 1h; Dean-Stark;

DOI:10.1021/acs.orglett.8b00996

upstream raw materials:

ethyl 3-phenyl-4-pentenoate

β-vinyl-β-propiolactone

methyl 3-phenyl-4-pentenoate

Triethyl orthoacetate

Downstream raw materials:

cis-5-(benzeneselenomethyl)-dihydro-4-phenyl-2(3H)-furanone

trans-5-(benzeneselenomethyl)-dihydro-4-phenyl-2(3H)-furanone

(R)-(+)-3-phenyl-4-pentenoic acid ethyl ester

ethyl 3-phenyl-4-pentenoate

Refernces

• 1、 Roudias, Majdouline,Gilbert, Audrey,Paquin, Jean-Fran?ois. "Synthesis of 5-[(Pentafluorosulfanyl)methyl]-γ-butyrolactones via a Silver-Promoted Intramolecular Cyclization Reaction". . p. 6655 - 6665. Retrieved 2019/11/03.
• 2、 McCourt, Ruairi O.,Dénès, Fabrice,Sanchez-Sanz, Goar,Scanlan, Eoin M.. "Rapid Access to Thiolactone Derivatives through Radical-Mediated Acyl Thiol-Ene and Acyl Thiol-Yne Cyclization". supporting information. p. 2948 - 2951. Retrieved 2018/05/28.