3-Oxocyclohex-1-en-1-yl 1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: 3-Oxocyclohex-1-en-1-yl 1H-pyrrole-2-carboxylate
• CAS No.: 137777-05-0
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.213
• DSSTox Substance ID: DTXSID00577621
• Nikkaji Number: J433.669K
• Wikidata: Q82467684
• Mol file: 137777-05-0.mol

Synonyms:137777-05-0;3-Oxocyclohex-1-en-1-yl 1H-pyrrole-2-carboxylate;DTXSID00577621

Chemical Property of 3-Oxocyclohex-1-en-1-yl 1H-pyrrole-2-carboxylate

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 205.07389321
• Heavy Atom Count: 15
• Complexity: 309

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=CC(=O)C1)OC(=O)C2=CC=CN2

Technology Process of 3-Oxocyclohex-1-en-1-yl 1H-pyrrole-2-carboxylate

There total 2 articles about 3-Oxocyclohex-1-en-1-yl 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:

pyrrole-2-carboxyl acid (634-97-9) → 1H-Pyrrole-2-carboxylic acid 3-oxo-cyclohex-1-enyl ester (137777-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (ClCO)2

2: pyridine

With pyridine; oxalyl dichloride;

DOI:10.1016/0040-4039(95)02362-3

Reference yield:

1H-pyrrole-2-carbonyl chloride (5427-82-7) + 1,3-cylohexanedione (504-02-9) → 1H-Pyrrole-2-carboxylic acid 3-oxo-cyclohex-1-enyl ester (137777-05-0)

Guidance literature:

With pyridine; In dichloromethane; for 1h; Yield given; Ambient temperature;

Reference yield: 72.0%

1H-Pyrrole-2-carboxylic acid 3-oxo-cyclohex-1-enyl ester (137777-05-0) → 1-(2-cyclohexen-1-on-3-yl)pyrrole-2-carboxylic acid (137777-08-3)

Guidance literature:

With triethylamine; In acetonitrile; for 22h; Ambient temperature; rearrangement;

upstream raw materials:

1H-pyrrole-2-carbonyl chloride

1,3-cylohexanedione

pyrrole-2-carboxyl acid

Downstream raw materials:

1-(2-cyclohexen-1-on-3-yl)pyrrole-2-carboxylic acid