Ethyl 2-benzylidene-3-oxobutanoate

Base Information

• Chemical Name: Ethyl 2-benzylidene-3-oxobutanoate
• CAS No.: 15802-62-7
• Molecular Formula: C13H14O3
• Molecular Weight: 218.252
• European Community (EC) Number: 612-942-5
• UNII: 2B50D0O5PD
• DSSTox Substance ID: DTXSID101337851
• Nikkaji Number: J1.072.157A,J6.827F
• Mol file: 15802-62-7.mol

Synonyms:ethyl 2-benzylidene-3-oxobutanoate;620-80-4;Ethyl 2-benzylideneacetoacetate;(E)-ethyl 2-benzylidene-3-oxobutanoate;FEMA No. 4597, E-;Ethyl alpha-acetylcinnamate;UNII-7GF90UOL9N;UNII-2B50D0O5PD;ethyl (2E)-2-benzylidene-3-oxobutanoate;2-Acetyl-3-phenylacrylic acid ethyl ester;FEMA No. 4597;2B50D0O5PD;Ethyl alpha-acetylcinnamate, (E)-;alpha-Acetylcinnamic acid ethyl ester;15802-62-7;Butanoic acid, 3-oxo-2-(phenylmethylene)-, ethyl ester;Cinnamic acid, alpha-acetyl-, ethyl ester;Butanoic acid, 3-oxo-2-(phenylmethylene)-, ethyl ester, (E)-;Butanoic acid, 3-oxo-2-(phenylmethylene)-, ethyl ester, (2E)-;Cinnamic acid, .alpha.-acetyl-, ethyl ester;Ethyl benzylideneacetoacetate;Cinnamic acid, alpha-acetyl-, ethyl ester, (E)-;3-oxo-2-(phenylmethylene)Butanoic acid ethyl ester;Ethyl .alpha.-acetylcinnamate;NSC-68527;ETHYL 3-OXO-2-(PHENYLMETHYLIDENE)BUTANOATE;7GF90UOL9N;(E)-ethyl alpha-acetylcinnamate;SCHEMBL12913257;AYZGINZXVVKWKV-FMIVXFBMSA-N;Ethyl2-benzylidene-3-oxobutanoate;DTXSID101337851;MFCD00521137;AKOS003622040;alpha-Benzylideneacetoacetic acid ethyl;CS-W022652;ethyl (E)-2-benzylidene-3-oxobutanoate;CS-17399;A8586;ETHYL .ALPHA.-ACETYLCINNAMATE, (E)-;Ethyl (2E)-2-acetyl-3-phenyl-2-propenoate #;Q27254506;CINNAMIC ACID, .ALPHA.-ACETYL-, ETHYL ESTER, (E)-

Chemical Property of Ethyl 2-benzylidene-3-oxobutanoate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 218.094294304
• Heavy Atom Count: 16
• Complexity: 286

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Ethyl 2-benzylidene-3-oxobutanoate

There total 21 articles about Ethyl 2-benzylidene-3-oxobutanoate 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: 86.0%

ethyl acetoacetate (141-97-9) + benzaldehyde (100-52-7) → (E)-ethyl 2-benzylidene-3-oxobutanoate (15802-62-7)

Guidance literature:

With ethylenediamine diacetic acid; 1-butyl-3-methylimidazolium Tetrafluoroborate; at 20 ℃; for 2h;

Reference yield: 84.0%

3-acetoxy-1-ethoxy-3-phenyl-1-propyne → (Z)-ethyl 2-benzylidenacetoacetate (15802-62-7,15802-63-8,620-80-4) + (E)-ethyl 2-benzylidene-3-oxobutanoate (15802-62-7)

Guidance literature:

tetrakis(acetonitrile)copper(I)tetrafluoroborate; In dichloromethane; at 20 ℃;

DOI:10.1021/ja072864r

Reference yield: 84.0%

3-acetoxy-1-ethoxy-3-phenyl-1-propyne → (Z)-ethyl 2-benzylidenacetoacetate (15802-62-7,15802-63-8,620-80-4) + (E)-ethyl 2-benzylidene-3-oxobutanoate (15802-62-7)

Guidance literature:

tetrakis(acetonitrile)copper(I)tetrafluoroborate; In dichloromethane; at 20 ℃;

DOI:10.1021/ja072864r

upstream raw materials:

ethyl acetoacetate

2,2-dimethyl-3-phenyl-2H-azirine

benzaldehyde

ethyl 2-(trimethylsilyl)-3-methyl-3-pentenoate

Downstream raw materials:

5-Ethoxycarbonyl-6-hydroxy-2,6-dimethyl-4-phenyl-1,4,5,6-tetrahydropyrimidine

2-Amino-3-cyano-1,4-dihydro-6-methyl-4-phenylpyridin-5-carbonsaeureethylester

2-Acetyl-3-phenyl-4-(5-phenyl-isoxazol-3-yl)-pentanedioic acid diethyl ester

benzaldehyde diethyldithioacetal

Refernces

• 1、 Gascon, Jorge,Aktay, Ugur,Hernandez-Alonso, Maria D.,van Klink, Gerard P.M.,Kapteijn, Freek. "Amino-based metal-organic frameworks as stable, highly active basic catalysts". . p. 75 - 87. Retrieved 2009.
• 2、 Fang, Dong,Fei, Zheng-Hao,Liu, Zu-Liang. "The Knoevenagel reaction in water catalyzed by zwitterionic liquids". . p. 799 - 803. Retrieved 2008.
• 3、 Bonne, Damien,Bressy, Cyril,Bugaut, Xavier,Constantieux, Thierry,Jean, Marion,Lemaitre, Clément,Quinonero, Ophélie,Rodriguez, Jean,Roussel, Christian,Vanthuyne, Nicolas. "On the enantioselective phosphoric-acid-catalyzed hantzsch synthesis of polyhydroquinolines". supporting information. p. 3394 - 3398. Retrieved 2021/05/29.
• 4、 Das, Aniruddha,Anbu, Nagaraj,Mostakim,Dhakshinamoorthy, Amarajothi,Biswas, Shyam. "Highly Active Bisamino Functionalized Zr(IV)-UiO-67 Metal-Organic Framework for Cascade Catalysis". supporting information. p. 2830 - 2834. Retrieved 2020/07/04.