2,2-DIMETHYL-5-(2-THENYLIDENE)-1,3-DIOXANE-4,6-DIONE

Base Information

• Chemical Name: 2,2-DIMETHYL-5-(2-THENYLIDENE)-1,3-DIOXANE-4,6-DIONE
• CAS No.: 15875-50-0
• Molecular Formula: C11H10O4S
• Molecular Weight: 238.264
• Hs Code.: 2934999090
• Mol file: 15875-50-0.mol

Synonyms:Thienyliden-meldrumsaeure;

Chemical Property of 2,2-DIMETHYL-5-(2-THENYLIDENE)-1,3-DIOXANE-4,6-DIONE

Chemical Property:

• PSA: 80.84000
• LogP: 1.96760

Purity/Quality:

2,2-DIMETHYL-5-(2-THENYLIDENE)-1,3-DIOXANE-4,6-DIONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-DIMETHYL-5-(2-THENYLIDENE)-1,3-DIOXANE-4,6-DIONE

There total 2 articles about 2,2-DIMETHYL-5-(2-THENYLIDENE)-1,3-DIOXANE-4,6-DIONE 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: 93.0%

thiophene-2-carbaldehyde (98-03-3) + cycl-isopropylidene malonate (2033-24-1) → 2,2-dimethyl-5-thiophen-2-ylmethylene-[1,3]dioxane-4,6-dione (15875-50-0)

Guidance literature:

With triethylamine; In ethanol; for 3h; Ambient temperature;

DOI:10.1007/BF00470689

Reference yield:

→ 2,2-dimethyl-5-thiophen-2-ylmethylene-[1,3]dioxane-4,6-dione (15875-50-0)

Guidance literature:

Meldrumsaeure , 2-Formyl-thiophen (Pyridin) , CH2Cl2;

DOI:10.1007/BF00909251

Reference yield: 87.0%

2,2-dimethyl-5-thiophen-2-ylmethylene-[1,3]dioxane-4,6-dione (15875-50-0) + phenylboronic acid (98-80-6) → 2,2-dimethyl-5-(phenyl(thiophen-2-yl)methyl)-1,3-dioxane-4,6-dione

Guidance literature:

phenylboronic acid; With diethylzinc; In toluene; at 20 ℃; for 4h; Inert atmosphere;

2,2-dimethyl-5-thiophen-2-ylmethylene-[1,3]dioxane-4,6-dione; In tetrahydrofuran; toluene; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2020.130967

upstream raw materials:

thiophene-2-carbaldehyde

cycl-isopropylidene malonate

Refernces

• 1、 Frost, Christopher G.,Penrose, Stephen D.,Lambshead, Kim,Raithby, Paul R.,Warren, John E.,Gleave, Robert. "Rhodium-catalyzed conjugate addition-enantioselective protonation: The synthesis of α,α′-dibenzyl esters". . p. 2119 - 2122. Retrieved 2007.
• 2、 Bonardi, Aude-Héloise,Dumur, Frédéric,Duval, Sylvain,Gigmes, Didier,Lalevée, Jacques,Noirbent, Guillaume,Xu, Yangyang. "New donor-acceptor stenhouse adducts as visible and near infrared light polymerization photoinitiators". supporting information. . Retrieved 2020/05/28.
• 3、 Drennhaus, Till,?hler, Laura,Djalali, Saveh,H?fmann, Svenja,Müller, Clemens,Pietruszka, J?rg,Worgull, Dennis. "Enantioselective Ammonium Ylide Mediated One-Pot Synthesis of Highly Substituted γ-Butyrolactones". supporting information. p. 2385 - 2396. Retrieved 2020/04/30.