Ethyl 2-cyano-3-(2-methoxyphenyl)acrylate

Base Information

• Chemical Name: Ethyl 2-cyano-3-(2-methoxyphenyl)acrylate
• CAS No.: 14533-89-2
• Molecular Formula: C13H13NO3
• Molecular Weight: 231.251
• European Community (EC) Number: 660-469-8
• NSC Number: 637293
• DSSTox Substance ID: DTXSID101224664
• Nikkaji Number: J1.436.547H,J899.856F
• Mol file: 14533-89-2.mol

Synonyms:NSC637293;Ethyl 2-cyano-3-(2-methoxyphenyl)acrylate;ethyl (2E)-2-cyano-3-(2-methoxyphenyl)prop-2-enoate;ethyl (E)-2-cyano-3-(2-methoxyphenyl)prop-2-enoate;SCHEMBL11669949;DTXSID101224664;STL430945;AKOS000957786;NSC-637293;ETHYL ALPHA-CYANO-2-METHOXYCINNAMATE;alpha-Cyano-2-methoxycinnamic acid ethyl ester;SR-01000003900;SR-01000003900-1;2-Cyano-3-(2-methoxyphenyl)propenoic acid ethyl ester;Ethyl (2E)-2-cyano-3-(2-methoxyphenyl)-2-propenoate;14533-89-2

Chemical Property of Ethyl 2-cyano-3-(2-methoxyphenyl)acrylate

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 231.08954328
• Heavy Atom Count: 17
• Complexity: 340

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=CC=CC=C1OC)C#N
• Isomeric SMILES: CCOC(=O)/C(=C/C1=CC=CC=C1OC)/C#N

Technology Process of Ethyl 2-cyano-3-(2-methoxyphenyl)acrylate

There total 19 articles about Ethyl 2-cyano-3-(2-methoxyphenyl)acrylate 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%

ethyl 2-cyanoacetate (105-56-6) + ortho-anisaldehyde (135-02-4) → (E)-2-cyano-3-(2-methoxyphenyl)-2-propenoic acid ethyl ester (14533-89-2)

Guidance literature:

With L-proline; for 0.0666667h; microwave irradiation;

Reference yield: 98.0%

ethyl 2-cyanoacetate (105-56-6) + ortho-anisaldehyde (135-02-4) → 2-cyano-3-(2-methoxyphenyl)acrylic acid ethyl ester (14533-89-2,7443-24-5)

Guidance literature:

With poly(ethylene imine)grafted starch; In ethanol; for 3h; Reflux;

DOI:10.1007/s00706-016-1913-5

Reference yield: 98.0%

2-Methoxy phenyl methylene-propanedioic acid dimethyl ester (22621-54-1) + ethyl 2-cyanoacetate (105-56-6) → 2-cyano-3-(2-methoxyphenyl)acrylic acid ethyl ester (14533-89-2,7443-24-5)

Guidance literature:

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

DOI:10.1039/c3gc40991k

upstream raw materials:

ethyl 2-cyanoacetate

ortho-anisaldehyde

C₁₇H₂₁N₅O₃

acetic acid

Downstream raw materials:

3-(2-Methoxyphenyl)succinic acid

(2S,3S,8aR)-3-Carbamoyl-1,6-dicyano-2-(2-methoxy-phenyl)-1,2,3,8a-tetrahydro-indolizine-1-carboxylic acid ethyl ester

3-methoxy-benzaldehyde

2-cyano-3-(3,4-dichlorophenyl)-3-(2-methoxyphenyl)propionic acid ethyl ester