METHYL 3-(2-METHOXYPHENYL)-2-PHENYLACRYLATE

Base Information

• Chemical Name: METHYL 3-(2-METHOXYPHENYL)-2-PHENYLACRYLATE
• CAS No.: 42307-45-9
• Molecular Formula: C17H16 O3
• Molecular Weight: 268.312
• Hs Code.: 2918990090
• Mol file: 42307-45-9.mol

Synonyms:Benzeneaceticacid, a-[(2-methoxyphenyl)methylene]-,methyl ester, (E)-

Chemical Property of METHYL 3-(2-METHOXYPHENYL)-2-PHENYLACRYLATE

Chemical Property:

• Vapor Pressure: 1.85E-06mmHg at 25°C
• Melting Point: 102-103°C
• Boiling Point: 395.4°Cat760mmHg
• Flash Point: 166.9°C
• PSA: 35.53000
• Density: 1.134g/cm³
• LogP: 3.40880

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl 3-(2-methoxyphenyl)-2-phenylacrylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 3-(2-METHOXYPHENYL)-2-PHENYLACRYLATE

There total 3 articles about METHYL 3-(2-METHOXYPHENYL)-2-PHENYLACRYLATE 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: 63.0%

methanol (67-56-1) + (E)-2-phenyl-3-(2-methoxyphenyl)propenoic acid (20890-72-6,25333-25-9,21140-85-2) → methyl (E)-3-(2-methoxyphenyl)-2-phenylacrylate (42307-45-9)

Guidance literature:

With sulfuric acid; Heating;

DOI:10.1080/00397910008087187

Reference yield: 45.0%

o-Methoxybenzyl bromide (52289-93-7) + Methyl phenyldiazoacetate (22979-35-7) → methyl (E)-3-(2-methoxyphenyl)-2-phenylacrylate (42307-45-9)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium carbonate; triphenylphosphine; In tetrahydrofuran; at 80 ℃; for 3h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol8026076

Reference yield:

ortho-anisaldehyde (135-02-4) → methyl (E)-3-(2-methoxyphenyl)-2-phenylacrylate (42307-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / Et₃N; Ac₂O / 5 h / Heating

2: 63 percent / conc. H₂SO₄ / Heating

With sulfuric acid; acetic anhydride; triethylamine; 1: modified Perkin condensation / 2: Fischer esterification;

DOI:10.1080/00397910008087187

upstream raw materials:

methanol

(E)-2-phenyl-3-(2-methoxyphenyl)propenoic acid

ortho-anisaldehyde

o-Methoxybenzyl bromide

Downstream raw materials:

methyl 3-(2'-methoxyphenyl)-2-phenylpropanoate

Refernces

• 1、 Felfoeldi, Karoly,Sutyinszky, Maria,Nagy, Nora,Palinko, Istvan. "Synthesis of E- and Z-o-methoxy-substituted 2,3-diphenyl propenoic acids and its methyl esters". . p. 1543 - 1553. Retrieved 2007/10/03.