(Z)-3-benzyl-5-ethylidene-1,3-oxazolidin-2-one

Base Information

• Chemical Name: (Z)-3-benzyl-5-ethylidene-1,3-oxazolidin-2-one
• CAS No.: 1190286-96-4
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.241
• Mol file: 1190286-96-4.mol

Synonyms:(Z)-3-benzyl-5-ethylidene-1,3-oxazolidin-2-one

Chemical Property of (Z)-3-benzyl-5-ethylidene-1,3-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3-benzyl-5-ethylidene-1,3-oxazolidin-2-one

There total 4 articles about (Z)-3-benzyl-5-ethylidene-1,3-oxazolidin-2-one 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: 99.0%

carbon dioxide (124-38-9,18923-20-1) + benzyl(but-2-yn-1-yl)amine (4626-58-8) → (Z)-3-benzyl-5-ethylidene-1,3-oxazolidin-2-one (1190286-96-4)

Guidance literature:

With silver(I) acetate; In dimethyl sulfoxide; at 25 ℃; for 3h; under 750.075 Torr;

DOI:10.1246/cl.2009.786

Reference yield: 73.0%

carbon dioxide (124-38-9,18923-20-1) + benzyl(but-2-yn-1-yl)amine (4626-58-8) → 3-benzyl-6-methyl-3,4-dihydro-2H-1,3-oxazin-2-one (1007389-70-9) + (Z)-3-benzyl-5-ethylidene-1,3-oxazolidin-2-one (1190286-96-4)

Guidance literature:

With silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 60 ℃; for 20h; Inert atmosphere; Darkness;

DOI:10.1002/chem.201203366

Reference yield: 35.0%

benzyl(but-2-yn-1-yl)amine (4626-58-8) → (Z)-3-benzyl-5-ethylidene-1,3-oxazolidin-2-one (1190286-96-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 20 ℃; for 48h; Catalytic behavior; Inert atmosphere;

DOI:10.1002/ejoc.201800228

upstream raw materials:

carbon dioxide

benzyl(but-2-yn-1-yl)amine

benzylamine

Refernces

• 1、 Hase, Shun,Kayaki, Yoshihito,Ikariya, Takao. "Mechanistic Aspects of the Carboxylative Cyclization of Propargylamines and Carbon Dioxide Catalyzed by Gold(I) Complexes Bearing an N-Heterocyclic Carbene Ligand". . p. 5135 - 5140. Retrieved 2015.
• 2、 Cui, Ping,Fu, Qiang,Guo, Rui,Huang, Shan,Li, Weifeng,Sun, Di,Tung, Chen-Ho,Wang, Fenglong,Yao, Qingxia,Zhao, Meihua. "Ambient Chemical Fixation of CO2 Using a Robust Ag27 Cluster-Based Two-Dimensional Metal–Organic Framework". supporting information. p. 20031 - 20036. Retrieved 2020/09/02.
• 3、 Greenwood, Phillip D. G.,Waser, Jerome. "Palladium-Catalyzed Carboxy-Alkynylation of Propargylic Amines Using Carbonate Salts as Carbon Dioxide Source". . p. 5183 - 5186. Retrieved 2019/06/10.