methyl 3-(2H-1,3-benzodioxol-5-yl)-2-[(4-hydroxyphenyl)methyl]-3-oxopropanoate

Base Information

• Chemical Name: methyl 3-(2H-1,3-benzodioxol-5-yl)-2-[(4-hydroxyphenyl)methyl]-3-oxopropanoate
• CAS No.: 1190081-75-4
• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.321
• Mol file: 1190081-75-4.mol

Synonyms:methyl 3-(2H-1,3-benzodioxol-5-yl)-2-[(4-hydroxyphenyl)methyl]-3-oxopropanoate

Chemical Property of methyl 3-(2H-1,3-benzodioxol-5-yl)-2-[(4-hydroxyphenyl)methyl]-3-oxopropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(2H-1,3-benzodioxol-5-yl)-2-[(4-hydroxyphenyl)methyl]-3-oxopropanoate

There total 2 articles about methyl 3-(2H-1,3-benzodioxol-5-yl)-2-[(4-hydroxyphenyl)methyl]-3-oxopropanoate 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: 87.0%

p-Iodophenol (540-38-5) + methyl 3-hydroxy-2-methylene-3-[(3,4-methylenedioxy)phenyl]propanoate (218934-11-3) → methyl 3-(2H-1,3-benzodioxol-5-yl)-2-[(4-hydroxyphenyl)methyl]-3-oxopropanoate (1190081-75-4)

Guidance literature:

With [5-Cl-2-{(4-Cl-phenyl)-[(E)-HO-imino]methyl}phenyl-PdCl]2; triethylamine; In N,N-dimethyl-formamide; at 110 ℃; for 3h;

DOI:10.1016/j.tet.2009.06.084

Reference yield:

piperonal (120-57-0,30024-74-9) → methyl 3-(2H-1,3-benzodioxol-5-yl)-2-[(4-hydroxyphenyl)methyl]-3-oxopropanoate (1190081-75-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-diaza-bicyclo[2.2.2]octane / 30 - 40 °C / Sonication

2: triethylamine; bis({5-chloro-2-[(1E)-(4-chlorophenyl)(hydroxyimino)methyl]phenyl})cyclodipalladachlorane-1,3,4-tris(ylium)-2-uide / N,N-dimethyl-formamide / 110 °C

With 1,4-diaza-bicyclo[2.2.2]octane; bis({5-chloro-2-[(1E)-(4-chlorophenyl)(hydroxyimino)methyl]phenyl})cyclodipalladachlorane-1,3,4-tris(ylium)-2-uide; triethylamine; In N,N-dimethyl-formamide; 1: |Morita-Baylis-Hillman Alkylation / 2: |Heck Reaction;

DOI:10.1016/j.tetlet.2014.07.114

Reference yield: 76.0%

methyl 3-(2H-1,3-benzodioxol-5-yl)-2-[(4-hydroxyphenyl)methyl]-3-oxopropanoate (1190081-75-4) → methyl 3-(2H-1,3-benzodioxol-5-yl)-2-[(3-bromo-4-hydroxyphenyl)methyl]-3-oxopropanoate + methyl 3-(2H-1,3-benzodioxol-5-yl)-2-[(3,5-dibromo-4-hydroxyphenyl)methyl]-3-oxopropanoate

Guidance literature:

With Oxone; sodium bromide; In dichloromethane; water; at 20 ℃; for 1.5h; regioselective reaction;

DOI:10.1016/j.tetlet.2014.07.114

upstream raw materials:

p-Iodophenol

methyl 3-hydroxy-2-methylene-3-[(3,4-methylenedioxy)phenyl]propanoate

piperonal