methyl 3-[(4-methylphenyl)sulfonyl]acrylate

Base Information

• Chemical Name: methyl 3-[(4-methylphenyl)sulfonyl]acrylate
• CAS No.: 64326-53-0
• Molecular Formula: C11H12O4S
• Molecular Weight: 240.28
• Mol file: 64326-53-0.mol

Synonyms:(E)-3-(Toluene-4-sulfonyl)-acrylic acid methyl ester;methyl (E)-3-[(4-methylphenyl)sulfonyl]-2-propenoate;methyl (E)-3-(p-tosyl)acrylate;(E)-methyl 3-tosylacrylate;Methyl trans-3-tosyl-2-propenoate;

Chemical Property of methyl 3-[(4-methylphenyl)sulfonyl]acrylate

Chemical Property:

• Melting Point: 124 - 125 °C
• PSA: 68.82000
• LogP: 2.53620

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-[(4-methylphenyl)sulfonyl]acrylate

There total 11 articles about methyl 3-[(4-methylphenyl)sulfonyl]acrylate 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: 70.0%

sodium 4-methylbenzenesulfinate (824-79-3) + propynoic acid methyl ester (922-67-8) → methyl (E)-3-((4-methylbenzene)sulfonyl)prop-2-enoate (64326-53-0)

Guidance literature:

sodium 4-methylbenzenesulfinate; propynoic acid methyl ester; In N,N-dimethyl-formamide; at -5 - 20 ℃; for 24h;

With water; In N,N-dimethyl-formamide; stereoselective reaction;

DOI:10.1080/17415993.2013.765430

Reference yield: 62.0%

sodium 4-methylbenzenesulfinate (824-79-3) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl (E)-3-((4-methylbenzene)sulfonyl)prop-2-enoate (64326-53-0)

Guidance literature:

With [bis(acetoxy)iodo]benzene; potassium iodide; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1002/ejoc.201000641

Reference yield: 60.0%

propynoic acid methyl ester (922-67-8) + toluene-4-sulfonic acid hydrazide (1576-35-8) → methyl (E)-3-((4-methylbenzene)sulfonyl)prop-2-enoate (64326-53-0)

Guidance literature:

With cyclohexanone; copper(II) bis(trifluoromethanesulfonate); In chlorobenzene; at 80 ℃; for 7h; stereoselective reaction;

DOI:10.1055/s-0036-1588918

upstream raw materials:

Methyl 2,3-dibromopropionate

sodium 4-methylbenzenesulfinate

acrylic acid methyl ester

p-toluenesulfonyl chloride

Downstream raw materials:

1-benzyl-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

Refernces

• 1、 Min, Wenjian,Guo, Guozhe,Yang, Caixia,Huo, Congde. "Visible light promoted sulfonylation and sulfonylcarbonylation of alkenes". supporting information. . Retrieved 2020/05/26.
• 2、 Wang, Leilei,Yue, Huilan,Yang, Daoshan,Cui, Huanhuan,Zhu, Minghui,Wang, Jinming,Wei, Wei,Wang, Hua. "Metal-free Oxidative Coupling of Aromatic Alkenes with Thiols Leading to (E)-Vinyl Sulfones". . p. 6857 - 6864. Retrieved 2017/07/17.