Ethyl 5-acetyl-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-acetyl-1H-pyrrole-2-carboxylate
• CAS No.: 119647-70-0
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• DSSTox Substance ID: DTXSID301280626
• Mol file: 119647-70-0.mol

Synonyms:Ethyl 5-acetyl-1H-pyrrole-2-carboxylate;119647-70-0;5-Acetyl-1H-pyrrole-2-carboxylic acid ethyl ester;DTXSID301280626;SB63458;Ethyl5-acetyl-1H-pyrrole-2-carboxylate

Chemical Property of Ethyl 5-acetyl-1H-pyrrole-2-carboxylate

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(N1)C(=O)C

Technology Process of Ethyl 5-acetyl-1H-pyrrole-2-carboxylate

There total 2 articles about Ethyl 5-acetyl-1H-pyrrole-2-carboxylate 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:

ethyl 1H-pyrrole-2-carboxylate (2199-43-1) + acetic anhydride (108-24-7) → ethyl 4-acetylpyrrole-2-carboxylate (119647-69-7) + ethyl 5-acetyl-1H-pyrrole-2-carboxylate (119647-70-0)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 0 ℃; for 0.5h; Yield given. Yields of byproduct given;

DOI:10.1248/cpb.44.48

Reference yield:

ethyl 1H-pyrrole-2-carboxylate (2199-43-1) + acetyl chloride (75-36-5) → ethyl 4-acetylpyrrole-2-carboxylate (119647-69-7) + ethyl 5-acetyl-1H-pyrrole-2-carboxylate (119647-70-0)

Guidance literature:

With titanium tetrachloride; In 1,2-dichloro-ethane; for 1h; Product distribution; Ambient temperature; various Lewis-acids, temperatures, times;

DOI:10.3987/COM-88-4616

Reference yield: 96.0%

p-NO2C6H4CHC(CO2CH2CH3)CH2Br (134642-36-7) + ethyl 5-acetyl-1H-pyrrole-2-carboxylate (119647-70-0) → (E)-ethyl 5-acetyl-1-(2-(ethoxycarbonyl)-3-(4-nitrophenyl)allyl)-1H-pyrrole-2-carboxylate

Guidance literature:

With caesium carbonate; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2015.02.013

upstream raw materials:

ethyl 1H-pyrrole-2-carboxylate

acetyl chloride

acetic anhydride

Downstream raw materials:

5-acetyl-1H-pyrrole-2-carboxylic acid

N-[5-acetyl-1H-pyrrole-2-carbonyl]-L-phenylalanine methyl ester