3-[1-methyl-4-(3-oxo-3-p-tolyl-propenyl)-1H-pyrrol-2-yl]-acrylic acid

Base Information

• Chemical Name: 3-[1-methyl-4-(3-oxo-3-p-tolyl-propenyl)-1H-pyrrol-2-yl]-acrylic acid
• CAS No.: 615252-71-6
• Molecular Formula: C₁₈H₁₇NO₃
• Molecular Weight: 295.338
• Mol file: 615252-71-6.mol

Synonyms:3-[1-methyl-4-(3-oxo-3-p-tolyl-propenyl)-1H-pyrrol-2-yl]-acrylic acid

Chemical Property of 3-[1-methyl-4-(3-oxo-3-p-tolyl-propenyl)-1H-pyrrol-2-yl]-acrylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[1-methyl-4-(3-oxo-3-p-tolyl-propenyl)-1H-pyrrol-2-yl]-acrylic acid

There total 3 articles about 3-[1-methyl-4-(3-oxo-3-p-tolyl-propenyl)-1H-pyrrol-2-yl]-acrylic acid 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: 45.0%

para-methylacetophenone (122-00-9) + ethyl 3-(4-formyl-1-methyl-1H-pyrrol-2-yl)-2-propenoate (615252-64-7) → 3-[1-methyl-4-(3-oxo-3-p-tolyl-propenyl)-1H-pyrrol-2-yl]-acrylic acid (615252-71-6)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 24h;

DOI:10.1021/jm049002a

Reference yield:

ethyl (2E)-3-(1-methyl-1H-pyrrol-2-yl)prop-2-enoate (2769-90-6) → 3-[1-methyl-4-(3-oxo-3-p-tolyl-propenyl)-1H-pyrrol-2-yl]-acrylic acid (615252-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl chloride / 1,2-dichloro-ethane / 0.25 h / 20 °C

1.2: 74 percent / 1,2-dichloro-ethane

2.1: 45 percent / aq. KOH / ethanol / 24 h / 20 °C

With potassium hydroxide; oxalyl dichloride; In ethanol; 1,2-dichloro-ethane; 1.2: Vilsmeier-Haack formylation;

DOI:10.1021/jm049002a

Reference yield:

N-methylpyrrole aldehyde (1192-58-1) → 3-[1-methyl-4-(3-oxo-3-p-tolyl-propenyl)-1H-pyrrol-2-yl]-acrylic acid (615252-71-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: K₂CO₃ / ethanol / 80 °C

2.1: oxalyl chloride / 1,2-dichloro-ethane / 0.25 h / 20 °C

2.2: 74 percent / 1,2-dichloro-ethane / 1 h / 20 °C

3.1: aq. KOH / ethanol / 24 h / 20 °C

With potassium hydroxide; oxalyl dichloride; potassium carbonate; In ethanol; 1,2-dichloro-ethane; 2.1: Vilsmeier-Haack reaction;

DOI:10.1021/jm034167p

upstream raw materials:

para-methylacetophenone

ethyl 3-(4-formyl-1-methyl-1H-pyrrol-2-yl)-2-propenoate

ethyl (2E)-3-(1-methyl-1H-pyrrol-2-yl)prop-2-enoate

N-methylpyrrole aldehyde