(E)-tert-butyl 3-tosylacrylate

Base Information

• Chemical Name: (E)-tert-butyl 3-tosylacrylate
• CAS No.: 1256465-76-5
• Molecular Formula: C₁₄H₁₈O₄S
• Molecular Weight: 282.361
• Mol file: 1256465-76-5.mol

Synonyms:(E)-tert-butyl 3-tosylacrylate

Chemical Property of (E)-tert-butyl 3-tosylacrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-tert-butyl 3-tosylacrylate

There total 4 articles about (E)-tert-butyl 3-tosylacrylate 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: 91.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + p-toluenesulfonyl chloride (98-59-9) → (E)-tert-butyl 3-tosylacrylate (1256465-76-5)

Guidance literature:

With [2,2]bipyridinyl; copper(II) bis(trifluoromethanesulfonate); sodium hydrogencarbonate; In acetonitrile; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tetlet.2021.153319

Reference yield: 65.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + sodium 4-methylbenzenesulfinate (824-79-3) → (E)-tert-butyl 3-tosylacrylate (1256465-76-5)

Guidance literature:

tert-Butyl acrylate; sodium 4-methylbenzenesulfinate; With iodine; In acetonitrile; for 1h; Reflux;

With sodium acetate; In acetonitrile; for 0.5h; Reflux;

DOI:10.1080/00397911.2012.663448

Reference yield: 52.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + sodium 4-methylbenzenesulfinate (824-79-3) → (E)-tert-butyl 3-tosylacrylate (1256465-76-5) + tert-butyl 4-methylcinnamate (136053-53-7,125951-00-0)

Guidance literature:

With ammonium hexafluorophosphate; 4,4′,5,5′-Tetrahydro-2,2′-bioxazole; acetic acid; palladium dichloride; In water; N,N-dimethyl-formamide; at 60 ℃; for 18h;

DOI:10.1055/s-0033-1339846

upstream raw materials:

tert-Butyl acrylate

sodium 4-methylbenzenesulfinate

p-toluene sulfinic acid

tert-butyl prop-2-ynoate

Refernces

• 1、 Wu, Chao,Yang, Panpan,Fu, Zhimin,Peng, Yong,Wang, Xin,Zhang, Zuozhi,Liu, Fang,Li, Wenyi,Li, Zhizhang,He, Weimin. "Regio- and Stereoselective Hydrosulfonation of Alkynylcarbonyl Compounds with Sulfinic Acid in Water". . p. 10664 - 10671. Retrieved 2016/11/29.
• 2、 Taniguchi, Nobukazu. "Aerobic palladium-catalyzed arylation of alkenes using sodium sulfinates". supporting information. p. 2571 - 2574. Retrieved 2013/12/04.