2-(3-Oxobutyl)-1H-pyrrole

Base Information

• Chemical Name: 2-(3-Oxobutyl)-1H-pyrrole
• CAS No.: 364064-30-2
• Molecular Formula: C8H11NO
• Molecular Weight: 137.17900
• DSSTox Substance ID: DTXSID701307349
• Nikkaji Number: J1.617.864K
• Mol file: 364064-30-2.mol

Synonyms:4-(1H-pyrrol-2-yl)butan-2-one;2-(3-oxobutyl)pyrrole;364064-30-2;2-(3-Oxobutyl)-1H-pyrrole;SCHEMBL10362176;DTXSID701307349;4-(1H-pyrrol-2-yl)-2-Butanone;AKOS006346841;EN300-1842772

Chemical Property of 2-(3-Oxobutyl)-1H-pyrrole

Chemical Property:

• PSA: 32.86000
• LogP: 1.53630
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

99%min ^*data from raw suppliers

4-(1H-pyrrol-2-yl)-2-Butanone 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CCC1=CC=CN1

Technology Process of 2-(3-Oxobutyl)-1H-pyrrole

There total 4 articles about 2-(3-Oxobutyl)-1H-pyrrole 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: 90.0%

pyrrole (109-97-7,30604-81-0) + methyl vinyl ketone (78-94-4,25038-87-3) → 4-{5-[4-(2-oxo-butyl)]-1H-pyrrol-2-yl}-butan-2-one + 4-(1H-pyrrol-2-yl)-butan-2-one (364064-30-2)

Guidance literature:

With silica gel; In dichloromethane; for 0.0166667h; microwave irradiation;

DOI:10.1055/s-2005-872688

Reference yield: 85.0%

pyrrole (109-97-7,30604-81-0) + methyl vinyl ketone (78-94-4,25038-87-3) → 4-(1H-pyrrol-2-yl)-butan-2-one (364064-30-2)

Guidance literature:

With indium(III) chloride; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(01)01697-5

Reference yield: 65.0%

pyrrole (109-97-7,30604-81-0) + but-3-yn-2-ol (2028-63-9) → 4-{5-[4-(2-oxo-butyl)]-1H-pyrrol-2-yl}-butan-2-one + 4-(1H-pyrrol-2-yl)-butan-2-one (364064-30-2)

Guidance literature:

With C₂₄H₂₀N₂O₄Ru; trifluoroacetic acid; In toluene; at 100 ℃; for 4h; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201200188

upstream raw materials:

pyrrole

methyl vinyl ketone

but-3-yn-2-ol

Downstream raw materials:

ethyl 2-hydroxy-2-(5-(3-oxobutyl)-1H-pyrrol-2-yl)-2-phenylacetate

Refernces

• 1、 Mitchell, Laura,Gonzalez-Santiago, Berenice,Mowat, John P. S.,Gunn, Mary E.,Williamson, Patrick,Acerbi, Nadia,Clarke, Matthew L.,Wright, Paul A.. "Remarkable Lewis acid catalytic performance of the scandium trimesate metal organic framework MIL-100(Sc) for C-C and C=N bond-forming reactions". . p. 606 - 617. Retrieved 2013/05/08.
• 2、 Zolfigol, Mohammad Ali,Veisi, Hojat,Mohanazadeh, Farajollah,Sedrpoushan, Alireza. "Synthesis and application of modified silica sulfuric acid as a solid acid heterogeneous catalyst in Michael addition reactions". experimental part. p. 977 - 986. Retrieved 2011/09/16.