Methyl 3-(2,6-dimethoxyphenyl)prop-2-enoate

Base Information

• Chemical Name: Methyl 3-(2,6-dimethoxyphenyl)prop-2-enoate
• CAS No.: 154424-13-2
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• DSSTox Substance ID: DTXSID80709741
• Mol file: 154424-13-2.mol

Synonyms:Methyl 3-(2,6-dimethoxyphenyl)prop-2-enoate;154424-13-2;2,6-dimethoxycinnamic acid methyl ester;DTXSID80709741;PQLQSEUZCLHNEE-UHFFFAOYSA-N

Chemical Property of Methyl 3-(2,6-dimethoxyphenyl)prop-2-enoate

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 237

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)OC)C=CC(=O)OC

Technology Process of Methyl 3-(2,6-dimethoxyphenyl)prop-2-enoate

There total 11 articles about Methyl 3-(2,6-dimethoxyphenyl)prop-2-enoate 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: 96.0%

2-6-dimethoxybenzoic acid (1466-76-8) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → (E)-3-(2,6-dimethoxy-phenyl)-acrylic acid methyl ester (154424-13-2)

Guidance literature:

With oxygen; palladium diacetate; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 120 ℃; for 10h; under 1368.09 Torr; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/ol102158n

Reference yield: 92.0%

(2E)-3-(2,6-dimethoxyphenyl)prop-2-enoic acid (76197-69-8) + dimethyl sulfate (77-78-1) → (E)-3-(2,6-dimethoxy-phenyl)-acrylic acid methyl ester (154424-13-2)

Guidance literature:

With potassium carbonate; In acetone;

DOI:10.1016/S0031-9422(98)00089-2

Reference yield: 90.0%

2-iodo-1,3-dimethoxybenzene (16932-44-8) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → (E)-3-(2,6-dimethoxy-phenyl)-acrylic acid methyl ester (154424-13-2)

Guidance literature:

With sodium 2-[2-(pyridin-3-yl)ethylamino]ethansulfonate; palladium diacetate; In water; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2008.04.148

upstream raw materials:

(2E)-3-(2,6-dimethoxyphenyl)prop-2-enoic acid

dimethyl sulfate

(2,6-dimethoxyphenyl)boronic acid

acrylic acid methyl ester

Downstream raw materials:

trans 2,6-dimethoxy cinnamyl alcohol

5-hydroxycoumarin

(2E)-3-(2,6-dimethoxyphenyl)prop-2-enoic acid