Ethyl (2E)-4-cyano-3-(4-fluorophenyl)-2-butenoate

Base Information

Chemical Name:Ethyl (2E)-4-cyano-3-(4-fluorophenyl)-2-butenoate
CAS No.:894421-66-0
Molecular Formula:C₁₃H₁₂FNO₂
Molecular Weight:233.242
Hs Code.:
DSSTox Substance ID:DTXSID601234941
Nikkaji Number:J2.314.220A

Synonyms:DTXSID601234941;894421-66-0;Ethyl (2E)-4-cyano-3-(4-fluorophenyl)-2-butenoate

Suppliers and Price of Ethyl (2E)-4-cyano-3-(4-fluorophenyl)-2-butenoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Total 0 raw suppliers

Chemical Property of Ethyl (2E)-4-cyano-3-(4-fluorophenyl)-2-butenoate

Chemical Property:

XLogP3:2.6
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:233.08520679
Heavy Atom Count:17
Complexity:335

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCOC(=O)C=C(CC#N)C1=CC=C(C=C1)F
Isomeric SMILES:CCOC(=O)/C=C(\CC#N)/C1=CC=C(C=C1)F

Technology Process of Ethyl (2E)-4-cyano-3-(4-fluorophenyl)-2-butenoate

There total 6 articles about Ethyl (2E)-4-cyano-3-(4-fluorophenyl)-2-butenoate 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: 81.0%

: 143-33-9,25596-52-5
sodium cyanide

: 894421-53-5
(Z)-4-bromo-3-(4-fluorophenyl)-2-butenoic acid ethyl ester

: 894421-66-0
(E)-4-cyano-3-(4-fluorophenyl)-2-butenoic acid ethyl ester

Guidance literature:: In N,N-dimethyl-formamide; at 50 ℃; for 6h;
DOI:10.1016/j.tet.2006.03.017

Reference yield: 48.0%

: 13435-20-6
tetraethylammoniumcyanide

: 894421-53-5
(Z)-4-bromo-3-(4-fluorophenyl)-2-butenoic acid ethyl ester

: 894421-66-0
(E)-4-cyano-3-(4-fluorophenyl)-2-butenoic acid ethyl ester

Guidance literature:: In acetone; at 50 ℃; for 18h; Inert atmosphere;
DOI:10.3390/molecules180910266

Reference yield:

: 1765-93-1
4-fluoroboronic acid

: 894421-66-0
(E)-4-cyano-3-(4-fluorophenyl)-2-butenoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / Na₂CO₃; O₂ / Pd(OAc)2 / dimethylformamide / 12 h / 50 °C / 760 Torr

2: 84 percent / NBS; AIBN / CCl₄ / 10 h / Heating

3: 81 percent / dimethylformamide / 6 h / 50 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); oxygen; sodium carbonate; palladium diacetate; In tetrachloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.03.017