2-Propenoic acid, 2-chloro-3-(4-methylphenyl)-, ethyl ester, (Z)-

Base Information

• Chemical Name: 2-Propenoic acid, 2-chloro-3-(4-methylphenyl)-, ethyl ester, (Z)-
• CAS No.: 119346-70-2
• Molecular Formula: C12H13ClO2
• Molecular Weight: 224.687
• Mol file: 119346-70-2.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 2-chloro-3-(4-methylphenyl)-, ethyl ester, (Z)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid, 2-chloro-3-(4-methylphenyl)-, ethyl ester, (Z)-

There total 2 articles about 2-Propenoic acid, 2-chloro-3-(4-methylphenyl)-, ethyl ester, (Z)- 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: 84.0%

4-methyl-benzaldehyde (104-87-0) + phenyliodoniumethoxycarbonylmethylenetriphenylphosphorane borofluoride → ethyl (Z)-2-chloro-3-(4-methylphenyl)-2-propenoate (119346-70-2) + ethyl (E)-2-chloro-3-(4-methylphenyl)-2-propenoate

Guidance literature:

With tetramethlyammonium chloride; In dichloromethane; at 20 ℃; for 26h;

DOI:10.1021/jo026077i

Reference yield:

diethyl chloromethylphosphonate (3167-63-3) + 4-methyl-benzaldehyde (104-87-0) + Diethyl carbonate (105-58-8,76619-83-5) → ethyl (Z)-2-chloro-3-(4-methylphenyl)-2-propenoate (119346-70-2)

Guidance literature:

With n-butyllithium; diisopropylamine; Yield given. Multistep reaction;

Reference yield: 21.0%

1-acetoxy-1-phenylethene (2206-94-2) + ethyl (Z)-2-chloro-3-(4-methylphenyl)-2-propenoate (119346-70-2) → ethyl 2-(4-methylbenzylidene)-4-oxo-4-phenylbutanoate + ethyl 2-(4-methylbenzylidene)-4-oxo-4-phenylbutanoate

Guidance literature:

With fac-tris(2-phenylpyridinato-N,C₂')iridium(III); In acetonitrile; at 25 ℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/acs.orglett.8b02484

upstream raw materials:

diethyl chloromethylphosphonate

4-methyl-benzaldehyde

Diethyl carbonate

Refernces

• 1、 Tay, M. K.,About-Jaudet, E.,Collignon, N.,Teulade, M. P.,Savignac, Ph.. "α-LITHIOALKYLPHOSPHONATES AS FUNCTIONAL GROUP CARRIERS. AN IN SITU ACRYLIC ESTER SYNTHESIS". . p. 1349 - 1362. Retrieved 2007/10/02.