3-(2-Hydroxyphenyl)acrylic acid methyl ester

Base Information

• Chemical Name: 3-(2-Hydroxyphenyl)acrylic acid methyl ester
• CAS No.: 6236-69-7
• Molecular Formula: C10H10O3
• Molecular Weight: 178.188
• DSSTox Substance ID: DTXSID301256033
• Nikkaji Number: J121.852B,J734.128H
• Metabolomics Workbench ID: 158889
• ChEMBL ID: CHEMBL84059
• Mol file: 6236-69-7.mol

Synonyms:3-(2-Hydroxyphenyl)acrylic acid methyl ester;20883-98-1;3-(2-HYDROXY-PHENYL)-ACRYLIC ACID METHYL ESTER;6236-69-7;Methyl (2E)-3-(2-hydroxyphenyl)-2-propenoate;2-Propenoic acid, 3-(2-hydroxyphenyl)-, methyl ester, (2E)-;Methyl o-coumarate;o-coumaric acid methyl ester;Morelin;2-hydroxycinnamic acid methyl ester;METHYL-C-COUMARATE;2-Propenoic acid, 3-(2-hydroxyphenyl)-, methyl ester;methyl (E)-3-(2-hydroxyphenyl)prop-2-enoate;SCHEMBL63054;CHEMBL84059;DTXSID301256033;AKOS006281046;(E)-methyl 3-(2-hydroxyphenyl)acrylate;trans-2-Hydroxycinnamic acid, methyl ester;(E)-3-(2-Hydroxy-phenyl)-acrylic acid methyl ester

Chemical Property of 3-(2-Hydroxyphenyl)acrylic acid methyl ester

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C=CC1=CC=CC=C1O
• Isomeric SMILES: COC(=O)/C=C/C1=CC=CC=C1O

Technology Process of 3-(2-Hydroxyphenyl)acrylic acid methyl ester

There total 29 articles about 3-(2-Hydroxyphenyl)acrylic acid 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: 100.0%

methanol (67-56-1) + o-Coumaric acid (614-60-8) → methyl 2-hydroxycinnamate (6236-69-7)

Guidance literature:

With chloro-trimethyl-silane; at 20 ℃;

DOI:10.1021/jm0606600

Reference yield: 96.0%

trimethyl phosphonoacetate (5927-18-4) + salicylaldehyde (90-02-8) → methyl 2-hydroxycinnamate (6236-69-7)

Guidance literature:

trimethyl phosphonoacetate; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

salicylaldehyde; In tetrahydrofuran; for 2.08333h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.11.009

Reference yield: 95.0%

2-Iodophenol (533-58-4) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 2-hydroxycinnamate (6236-69-7)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; palladium diacetate; In water; for 0.133333h; microwave irradiation;

upstream raw materials:

methanol

o-Coumaric acid

3-(2-hydroxy-phenyl)-3-methoxy-propionic acid

sodium methylate

Downstream raw materials:

coumarin

methyl 2-methoxycinnamate

2-(2,3-dihydrobenzofuran-3-yl)acetic acid

2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetic acid methyl ester