ethyl (E)-3-(2-hydroxy-3-methoxyphenyl)prop-2-enoate

Base Information

• Chemical Name: ethyl (E)-3-(2-hydroxy-3-methoxyphenyl)prop-2-enoate
• CAS No.: 139386-28-0
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• ChEMBL ID: CHEMBL3187929
• Nikkaji Number: J1.841.907F
• Mol file: 139386-28-0.mol

Synonyms:MLS003675180;CHEMBL3187929;PK04Pur_000113;BCB03_000060;SMR002355625

Chemical Property of ethyl (E)-3-(2-hydroxy-3-methoxyphenyl)prop-2-enoate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 249

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=C(C(=CC=C1)OC)O
• Isomeric SMILES: CCOC(=O)/C=C/C1=C(C(=CC=C1)OC)O

Technology Process of ethyl (E)-3-(2-hydroxy-3-methoxyphenyl)prop-2-enoate

There total 11 articles about ethyl (E)-3-(2-hydroxy-3-methoxyphenyl)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: 95.0%

3-methoxy-2-hydroxybenzaldehyde (148-53-8) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl (E)-β-(2-hydroxy-3-methoxyphenyl)acrylate (139386-28-0)

Guidance literature:

In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/ejoc.200800661

Reference yield: 85.0%

3-methoxy-2-hydroxybenzaldehyde (148-53-8) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → 8-methoxycoumarine (2445-81-0) + ethyl (E)-β-(2-hydroxy-3-methoxyphenyl)acrylate (139386-28-0)

Guidance literature:

In toluene; for 30h; Heating;

DOI:10.1080/10426509808045482

Reference yield: 82.0%

3-methoxy-2-hydroxybenzaldehyde (148-53-8) + ethyl acrylate (140-88-5,9003-32-1) → ethyl (E)-β-(2-hydroxy-3-methoxyphenyl)acrylate (139386-28-0)

Guidance literature:

With dicarbonylacetylacetonato rhodium (I); In N,N-dimethyl-formamide; at 120 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.9b00602

upstream raw materials:

3-methoxy-2-hydroxybenzaldehyde

ethyl (triphenylphosphoranylidene)acetate

5-hydroxy-4-formyl-7-methoxy-2-methylbenzofuran

2-acetoxy-3-methoxybenzaldehyde

Downstream raw materials:

C₁₆H₁₆O₅

ethyl 2-hydroxy-3-methoxydihydrocinnamate