2-Propenoic acid (3-methoxyphenyl)methyl ester

Base Information

• Chemical Name: 2-Propenoic acid (3-methoxyphenyl)methyl ester
• CAS No.: 144261-46-1
• Molecular Formula: C11H12O3
• Molecular Weight: 192.21
• Hs Code.: 2916129000
• Mol file: 144261-46-1.mol

Synonyms:P-MethoxylCinnamaldehydeIsooctyl;p-Methoxyl;P-MethoxylMethylCinnamate;methyl p-methoxycinnamate;4-methoxycinnamic acid methyl ester;3-(4-Methoxyphenyl)-2-propenoic acid methyl ester;

Chemical Property of 2-Propenoic acid (3-methoxyphenyl)methyl ester

Chemical Property:

• Vapor Pressure: 0.00499mmHg at 25°C
• Refractive Index: 1.51
• Boiling Point: 275.8 °C at 760 mmHg
• Flash Point: 110.5 °C
• PSA: 35.53000
• Density: 1.08 g/cm³
• LogP: 2.27150
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

3-Methoxybenzylacrylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid (3-methoxyphenyl)methyl ester

There total 1 articles about 2-Propenoic acid (3-methoxyphenyl)methyl ester 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: 40.0%

3-methoxybenzyl alcohol (6971-51-3) + acryloyl chloride (814-68-6,25189-84-8) → 3-methoxybenzyl acrylate (144261-46-1)

Guidance literature:

3-methoxybenzyl alcohol; With dmap; triethylamine; In dichloromethane; at 0 ℃; Schlenk technique;

acryloyl chloride; In dichloromethane; at 0 - 20 ℃; for 4h; Schlenk technique;

DOI:10.1021/jacs.6b11367

Reference yield: 88.0%

1-benzyl-N-propyl-1H-indole-7-carboxamide + 3-methoxybenzyl acrylate (144261-46-1) → 3-methoxybenzyl (E)-3-(1-benzyl-7-(propylcarbamoyl)-1H-indol-6-yl)acrylate

Guidance literature:

With silver hexafluoroantimonate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; copper(II) acetate monohydrate; In 1,2-dichloro-ethane; at 120 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02948

Reference yield: 86.0%

benzaldehyde (100-52-7) + 3-methoxybenzyl acrylate (144261-46-1) → 3-phenyl-3-hydroxy-2-methylene-propanoic acid m-methoxybenzyl ester (144261-64-3)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; for 120h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88227-2

upstream raw materials:

3-methoxybenzyl alcohol

acryloyl chloride

Downstream raw materials:

3-phenyl-3-hydroxy-2-methylene-propanoic acid m-methoxybenzyl ester

Refernces

• 1、 Yamamoto, Eiji,Hilton, Margaret J.,Orlandi, Manuel,Saini, Vaneet,Toste, F. Dean,Sigman, Matthew S.. "Development and Analysis of a Pd(0)-Catalyzed Enantioselective 1,1-Diarylation of Acrylates Enabled by Chiral Anion Phase Transfer". supporting information. p. 15877 - 15880. Retrieved 2016/12/23.