Ethyl 3-[3-(3-ethoxy-3-oxoprop-1-enyl)-5-(hydroxymethyl)phenyl]prop-2-enoate

Base Information

• Chemical Name: Ethyl 3-[3-(3-ethoxy-3-oxoprop-1-enyl)-5-(hydroxymethyl)phenyl]prop-2-enoate
• CAS No.: 145691-66-3
• Molecular Formula: C17H20 O5
• Molecular Weight: 304.34
• DSSTox Substance ID: DTXSID00363723
• Mol file: 145691-66-3.mol

Synonyms:145691-66-3;ethyl 3-[3-(3-ethoxy-3-oxoprop-1-enyl)-5-(hydroxymethyl)phenyl]prop-2-enoate;3,3/'-[5-(HYDROXYMETHYL)-1,3-PHENYLENE]BIS(2-PROPENOIC ACID) DIETHYL ESTER;2-Propenoic acid,3,3'-[5-(hydroxymethyl)-1,3-phenylene]bis-, diethyl ester (9CI);DTXSID00363723

Chemical Property of Ethyl 3-[3-(3-ethoxy-3-oxoprop-1-enyl)-5-(hydroxymethyl)phenyl]prop-2-enoate

Chemical Property:

• Boiling Point: 479.1±45.0 °C(Predicted)
• PKA: 14.28±0.10(Predicted)
• PSA: 72.83000
• Density: 1.178±0.06 g/cm3(Predicted)
• LogP: 2.33150
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 304.13107373
• Heavy Atom Count: 22
• Complexity: 377

Purity/Quality:

95% ^*data from raw suppliers

3,3'-[5-(HYDROXYMETHYL)-1,3-PHENYLENE]BIS(2-PROPENOIC ACID) DIETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CC(=CC(=C1)CO)C=CC(=O)OCC

Technology Process of Ethyl 3-[3-(3-ethoxy-3-oxoprop-1-enyl)-5-(hydroxymethyl)phenyl]prop-2-enoate

There total 22 articles about Ethyl 3-[3-(3-ethoxy-3-oxoprop-1-enyl)-5-(hydroxymethyl)phenyl]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: 43.0%

C23H29NOSi (1510822-90-8) + ethyl acrylate (140-88-5,9003-32-1) → Ethyl 3-(2-ethoxycarbonylethenyl)-5-hydroxymethylcinnamate (145691-66-3) + C28H35NO3Si + C28H35NO3Si + C28H35NO3Si

Guidance literature:

With silver(I) acetate; palladium diacetate; N-acetylglycine; In 1,2-dichloro-ethane; at 90 ℃; for 24h; Overall yield = 52 %; Inert atmosphere;

DOI:10.1021/ja4107034

Reference yield: 35.0%

C25H33NOSi (1510822-91-9) + ethyl acrylate (140-88-5,9003-32-1) → Ethyl 3-(2-ethoxycarbonylethenyl)-5-hydroxymethylcinnamate (145691-66-3) + C30H39NO3Si + C30H39NO3Si

Guidance literature:

With silver(I) acetate; palladium diacetate; N-acetylglycine; In 1,2-dichloro-ethane; at 90 ℃; for 24h; Overall yield = 42 %; Inert atmosphere;

DOI:10.1021/ja4107034

Reference yield:

C29H43NOSi (1510822-94-2) + ethyl acrylate (140-88-5,9003-32-1) → Ethyl 3-(2-ethoxycarbonylethenyl)-5-hydroxymethylcinnamate (145691-66-3) + C34H49NO3Si

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; silver(I) acetate; palladium diacetate; N-acetylglycine; In 1,2-dichloro-ethane; at 90 ℃; for 6h; Overall yield = 84 %; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja4107034

upstream raw materials:

benzyl alcohol

C₂₃H₂₉NOSi

ethyl acrylate

C₂₅H₃₃NOSi

Refernces