Methyl 3-(2-methoxyphenyl)acrylate

Base Information

• Chemical Name: Methyl 3-(2-methoxyphenyl)acrylate
• CAS No.: 98288-15-4
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID901257958
• Nikkaji Number: J915.682H,J888.273H
• Mol file: 98288-15-4.mol

Synonyms:methyl 3-(2-methoxyphenyl)acrylate;98288-15-4;methyl (E)-3-(2-methoxyphenyl)prop-2-enoate;15854-58-7;Methyl (2E)-3-(2-methoxyphenyl)acrylate;methyl (2E)-3-(2-methoxyphenyl)prop-2-enoate;2-Propenoic acid, 3-(2-methoxyphenyl)-, methyl ester;(E)-methyl 3-(2-methoxyphenyl)acrylate;Methyl3-(2-methoxyphenyl)acrylate;2-Propenoic acid, 3-(2-methoxyphenyl)-, methyl ester, (2E)-;SCHEMBL1397474;FCMNDLLGEGVMQQ-BQYQJAHWSA-N;DTXSID901257958;YDA28815;MFCD02149454;AKOS006241412;MS-9663;2-Methoxybenzeneacrylic acid methyl ester;methyl (E)-3-(2-methoxyphenyl)acrylate;CS-0434728;EN300-1453745;Methyl (2E)-3-(2-methoxyphenyl)-2-propenoate;J-522077;trans-2-Hydroxycinnamic acid, methyl ether, methyl ester

Chemical Property of Methyl 3-(2-methoxyphenyl)acrylate

Chemical Property:

• Boiling Point: 87-89 °C(Press: 0.05 Torr)
• PSA: 35.53000
• Density: 1.102±0.06 g/cm3(Predicted)
• LogP: 1.88140
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

98% ^*data from raw suppliers

Methyl3-(2-Methoxyphenyl)acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C=CC(=O)OC
• Isomeric SMILES: COC1=CC=CC=C1/C=C/C(=O)OC

Technology Process of Methyl 3-(2-methoxyphenyl)acrylate

There total 43 articles about Methyl 3-(2-methoxyphenyl)acrylate 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: 100.0%

methanol (67-56-1) + 2-methoxycinnamic acid (1011-54-7) → methyl 2-methoxycinnamate (98288-15-4)

Guidance literature:

With sulfuric acid; for 12h; Heating;

DOI:10.1021/je00054a042

Reference yield: 97.0%

ortho-anisaldehyde (135-02-4) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → methyl 2-methoxycinnamate (98288-15-4)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1021/acs.jmedchem.1c01327

Reference yield: 95.0%

4-iodoanisol (529-28-2) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 2-methoxycinnamate (98288-15-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.10.062

upstream raw materials:

methyl (Z)-3-(2-methoxyphenyl)acrylate

coumarin

methyl iodide

o-Coumaric acid

Downstream raw materials:

2,2'-Dimethoxy-α-truxillsaeure-dimethylester,(α-Dicumarsaeure-dimethylether-dimethylester)

1α,2α-Di-(2-methoxy-phenyl)-cyclobutan-dicarbonsaeure-(3β,4β)-dimethylester

methyl (Z)-3-(2-methoxyphenyl)acrylate

(E)-tert-butyl 2-(3-(2-methoxyphenyl)allylamino)ethylcarbamate

Refernces

• 1、 Yasukata, Tatsuro,Matsuura, Takaharu. "Efficient synthesis of acrylates bearing an aryl or heteroaryl moiety: One-pot method from aromatics and heteroaromatics using formylation and the horner-wadsworth-emmons reaction". . p. 527 - 533. Retrieved 2021/03/22.
• 2、 Larionova, Natalia A.,Ondozabal, Jun Miyatake,Smith, Emily G.,Cambeiro, Xacobe C.. "A Photocatalytic Regioselective Direct Hydroaminoalkylation of Aryl-Substituted Alkenes with Amines". supporting information. p. 5383 - 5388. Retrieved 2021/07/26.