2-Propenoic acid, 2-cyano-3-(2-furanyl)-, methyl ester, (2E)-

Base Information

• Chemical Name: 2-Propenoic acid, 2-cyano-3-(2-furanyl)-, methyl ester, (2E)-
• CAS No.: 69513-10-6
• Molecular Formula: C₉H₇NO₃
• Molecular Weight: 177.159
• Mol file: 69513-10-6.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 2-cyano-3-(2-furanyl)-, methyl ester, (2E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid, 2-cyano-3-(2-furanyl)-, methyl ester, (2E)-

There total 2 articles about 2-Propenoic acid, 2-cyano-3-(2-furanyl)-, methyl ester, (2E)- 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: 98.0%

furfural (98-01-1) + methyl 2-cyanoacetate (105-34-0) → methyl (E)-2-cyano-3-(2-furyl)-2-propenoate (69513-10-6)

Guidance literature:

aluminum oxide; for 0.05h; Ambient temperature;

DOI:10.1016/S0040-4039(00)85749-4

Reference yield:

→ methyl (E)-2-cyano-3-(2-furyl)-2-propenoate (69513-10-6)

Guidance literature:

2-Furaldehyd, Methylcyanoacetat;

Reference yield:

methyl (E)-2-cyano-3-(2-furyl)-2-propenoate (69513-10-6) → methyl 2-(furan-2-yl)-5-[(triphenyl-λ5-phosphanylidene)amino]-3,4-dihydro-2H-pyrrole-4-carboxylate

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 25 °C / Inert atmosphere

1.2: 0.33 h / 0 °C / Inert atmosphere

2.1: N,N-dimethyl-formamide / 12 h / 25 °C

3.1: dichloromethane / 48 h / 25 °C

With sodium hydride; In dichloromethane; N,N-dimethyl-formamide; mineral oil; 1.1: |Johnson-Corey-Chaykovsky Reaction / 1.2: |Johnson-Corey-Chaykovsky Reaction / 3.1: |Aza-Wittig Reaction;

DOI:10.1021/acs.orglett.8b04135

upstream raw materials:

furfural

methyl 2-cyanoacetate

Downstream raw materials:

2-cyano-3-[1-(4-fluoro-phenyl)-pyrrol-2-yl]-acrylic acid methyl ester

Refernces

• 1、 Shen, Yuqing,Yuan, Chaoping,Zhu, Xianyi,Chen, Qin,Lu, Shenjun,Xie, Haibo. "Engineering cellulose into water soluble poly(protic ionic liquid) electrolytes in the DBU/CO2/DMSO solvent system as an organocatalyst for the Knoevenagel condensation reaction". . p. 9922 - 9934. Retrieved 2021/12/24.
• 2、 Xu, Hao,Pan, Liyang,Fang, Xiaomin,Liu, Baoying,Zhang, Wenkai,Lu, Minghua,Xu, Yuanqing,Ding, Tao,Chang, Haibo. "Knoevenagel condensation catalyzed by novel Nmm-based ionic liquids in water". supporting information. p. 2360 - 2365. Retrieved 2017/05/29.