2H-Pyrrole, 3,4-dihydro-2,2-dimethyl-5-phenyl-

Base Information

• Chemical Name: 2H-Pyrrole, 3,4-dihydro-2,2-dimethyl-5-phenyl-
• CAS No.: 62020-91-1
• Molecular Formula: C12H15N
• Molecular Weight: 173.258
• DSSTox Substance ID: DTXSID50445644
• Nikkaji Number: J702.159C
• Wikidata: Q82264141
• Mol file: 62020-91-1.mol

Synonyms:62020-91-1;2H-Pyrrole, 3,4-dihydro-2,2-dimethyl-5-phenyl-;DTXSID50445644;2-Phenyl-5,5-dimethyl-1-pyrroline

Chemical Property of 2H-Pyrrole, 3,4-dihydro-2,2-dimethyl-5-phenyl-

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 173.120449483
• Heavy Atom Count: 13
• Complexity: 209

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(CCC(=N1)C2=CC=CC=C2)C

Technology Process of 2H-Pyrrole, 3,4-dihydro-2,2-dimethyl-5-phenyl-

There total 5 articles about 2H-Pyrrole, 3,4-dihydro-2,2-dimethyl-5-phenyl- 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: 47.0%

4-methyl-1-phenylpent-4-en-1-one O-(pentafluorobenzoyl ester)oxime → 2,2-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrole (62020-91-1)

Guidance literature:

With 2-phenyl-1,3,4-oxadiazole; palladium diacetate; potassium carbonate; XPhos; In toluene; at 100 ℃; Inert atmosphere;

DOI:10.1002/anie.201705641

Reference yield: 20.0%

5,5-Dimethyl-1-pyrroline N-oxide (3317-61-1) + fluorobenzene (462-06-6) + bis(pinacol)diborane (73183-34-3) → 2,2-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrole (62020-91-1) + 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6)

Guidance literature:

With tetramethylammonium fluoride; 2-mercaptopyridine sodium salt; In acetonitrile; at 30 - 35 ℃; for 24h; Irradiation; Inert atmosphere;

DOI:10.1016/j.chempr.2021.04.016

Reference yield:

4-methyl-4-nitro-1-phenylpentan-1-one (58518-84-6) → 2,2-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrole (62020-91-1)

Guidance literature:

With 1,10-Phenanthroline; carbon monoxide; dodecacarbonyl-triangulo-triruthenium; In 1,4-dioxane; at 140 ℃; for 16h; under 0.03 Torr;

DOI:10.1021/jo00131a001

upstream raw materials:

4-methyl-4-nitro-1-phenylpentan-1-one

C₂₆H₂₈N₂O₄

5,5-Dimethyl-1-pyrroline N-oxide

fluorobenzene

Refernces

• 1、 Bao, Xu,Wang, Qian,Zhu, Jieping. "Palladium-Catalyzed Enantioselective Narasaka–Heck Reaction/Direct C?H Alkylation of Arenes: Iminoarylation of Alkenes". . p. 9577 - 9581. Retrieved 2017/08/01.
• 2、 Portela-Cubillo, Fernando,Scanlan, Eoin M.,Scott, Jackie S.,Walton, John C.. "From dioxime oxalates to dihydropyrroles and phenanthridines via iminyl radicals". experimental part. p. 4189 - 4191. Retrieved 2009/03/11.