α-Cyano-4-methoxybenzeneacrylic acid ethyl ester

Base Information

• Chemical Name: α-Cyano-4-methoxybenzeneacrylic acid ethyl ester
• CAS No.: 2286-29-5
• Molecular Formula: C13H13 N O3
• Molecular Weight: 231.251
• Hs Code.: 2926909090
• European Community (EC) Number: 652-060-8
• Mol file: 2286-29-5.mol

Synonyms:Cinnamicacid, a-cyano-p-methoxy-, ethyl ester(6CI,7CI,8CI); 2-Cyano-3-(4-methoxyphenyl)-2-propenoic acid ethyl ester;3-(4-Methoxyphenyl)-2-cyano-2-propenoic acid ethyl ester; Ethyl2-cyano-3-(4-methoxyphenyl)-2-propenoate; Ethyl2-cyano-3-(p-methoxyphenyl)acrylate; Ethyl 4-anisylidenecyanoacetate; Ethyl a-(4-methoxybenzylidene)cyanoacetate;Ethyl a-cyano-4-methoxycinnamate; Ethyl a-cyano-p-methoxycinnamate; NSC406862; NSC 637284; p-Methoxybenzalcyanacetic acid, ethyl ester

Chemical Property of α-Cyano-4-methoxybenzeneacrylic acid ethyl ester

Chemical Property:

• Vapor Pressure: 4.3E-06mmHg at 25°C
• Boiling Point: 383.8°Cat760mmHg
• Flash Point: 167.9°C
• PSA: 59.32000
• Density: 1.152g/cm³
• LogP: 2.16528
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 231.08954328
• Heavy Atom Count: 17
• Complexity: 332

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2-Cyano-3-(4-methoxyphenyl)acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=CC=C(C=C1)OC)C#N

Technology Process of α-Cyano-4-methoxybenzeneacrylic acid ethyl ester

There total 20 articles about α-Cyano-4-methoxybenzeneacrylic acid ethyl ester 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: 100.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate (2286-29-5)

Guidance literature:

With MS-SO₃H(at)MS(at)MS-NH₂; In toluene; at 80 ℃; for 0.5h; Reagent/catalyst;

DOI:10.1039/c3ta13185h

Reference yield: 100.0%

4-methoxy-benzaldehyde (123-11-5) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate (2286-29-5)

Guidance literature:

With polymer supported poly(propylene imine)dendrimer; In ethanol; at 20 ℃; for 0.0833333h; Green chemistry;

DOI:10.1016/j.tetlet.2014.02.084

Reference yield: 99.0%

dimethyl 2-(4-methoxybenzylidene)malonate (7443-25-6) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate (2286-29-5)

Guidance literature:

With recovered palladium catalyst; In ethanol; at 20 ℃; for 18h; Green chemistry;

DOI:10.1039/c3gc40991k

upstream raw materials:

piperidine

4-methoxy-benzaldehyde

ethyl 2-cyanoacetate

ethanol

Downstream raw materials:

ethyl 2,3-dicyano-3-(4-methoxyphenyl)propanoate

2-(4-methoxyphenyl)succinic acid

2-cyano-3-(4-methoxyphenyl)acrylic acid

ethyl 2-amino-4-(p-methoxyphenyl)-4H-pyrano<3,2-h>quinoline-3-carboxylate

Refernces

• 1、 Gaber, Ahmed,Refat, Moamen S.,Belal, Arafa A.M.,El-Deen, Ibrahim M.,Hassan, Nader,Zakaria, Rozan,Alhomrani, Majid,Alamri, Abdulhakeem S.,Alsanie, Walaa F.,Saied, Essa M.. "New mononuclear and binuclear cu(Ii), co(ii), ni(ii), and zn(ii) thiosemicarbazone complexes with potential biological activity: Antimicrobial and molecular docking study". . . Retrieved 2021/05/28.
• 2、 Tasqeeruddin,Asiri, Yahya I.,Mujahid Alam. "Ammonium chloride: An efficient and environmentally benign catalyst for knoevenagel condensation of carbonyl and active methylene compounds". . p. 3024 - 3028. Retrieved 2021/01/06.