2-Propenoic acid,3-[4-hydroxy-3-(3-methyl-1-oxo-2-buten-1-yl)phenyl]-, methyl ester, (2E)-

Base Information

• Chemical Name: 2-Propenoic acid,3-[4-hydroxy-3-(3-methyl-1-oxo-2-buten-1-yl)phenyl]-, methyl ester, (2E)-
• CAS No.: 107140-61-4
• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.29
• Mol file: 107140-61-4.mol

Synonyms:2-Propenoicacid, 3-[4-hydroxy-3-(3-methyl-1-oxo-2-butenyl)phenyl]-, methyl ester, (2E)-(9CI); 2-Propenoic acid, 3-[4-hydroxy-3-(3-methyl-1-oxo-2-butenyl)phenyl]-,methyl ester, (E)-; Capillarol

Chemical Property of 2-Propenoic acid,3-[4-hydroxy-3-(3-methyl-1-oxo-2-buten-1-yl)phenyl]-, methyl ester, (2E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid,3-[4-hydroxy-3-(3-methyl-1-oxo-2-buten-1-yl)phenyl]-, methyl ester, (2E)-

There total 6 articles about 2-Propenoic acid,3-[4-hydroxy-3-(3-methyl-1-oxo-2-buten-1-yl)phenyl]-, methyl ester, (2E)- 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: 51.0%

methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) + p-hydroxy-m-(3-methyl-2-butenoyloxy)benzaldehyde (223918-29-4) → methyl 6-(2,2-dimethyl-4-chromanone)acrylate (107140-62-5) + methyl-3-senecioyl-p-coumarate (107140-61-4)

Guidance literature:

In dichloromethane; at 5 - 25 ℃; for 17h;

DOI:10.1271/bbb.63.257

Reference yield:

3,3-Dimethylacryloyl chloride (3350-78-5) → methyl-3-senecioyl-p-coumarate (107140-61-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 64 percent / pyridine / benzene / 3 h / Ambient temperature

2: 42 percent / p-TsOH / benzene / Ambient temperature

3: 49 percent / K₂CO₃ / hexane / 16 h / Irradiation

4: 89 percent / aq. AcOH / methanol / Ambient temperature

5: 51 percent / CH₂Cl₂ / 17 h / 5 - 25 °C

With pyridine; potassium carbonate; toluene-4-sulfonic acid; acetic acid; In methanol; hexane; dichloromethane; benzene;

DOI:10.1271/bbb.63.257

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → methyl-3-senecioyl-p-coumarate (107140-61-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 64 percent / pyridine / benzene / 3 h / Ambient temperature

2: 42 percent / p-TsOH / benzene / Ambient temperature

3: 49 percent / K₂CO₃ / hexane / 16 h / Irradiation

4: 89 percent / aq. AcOH / methanol / Ambient temperature

5: 51 percent / CH₂Cl₂ / 17 h / 5 - 25 °C

With pyridine; potassium carbonate; toluene-4-sulfonic acid; acetic acid; In methanol; hexane; dichloromethane; benzene;

DOI:10.1271/bbb.63.257

upstream raw materials:

methyl (triphenylphosphoranylidene)acetate

p-hydroxy-m-(3-methyl-2-butenoyloxy)benzaldehyde

3,3-Dimethylacryloyl chloride

4-hydroxy-benzaldehyde