5-Benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Base Information

• Chemical Name: 5-Benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole
• CAS No.: 116673-95-1
• Molecular Formula: C13H17N
• Molecular Weight: 187.285
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20432809
• Nikkaji Number: J1.671.820C
• Wikidata: Q72441070
• Mol file: 116673-95-1.mol

Synonyms:116673-95-1;5-Benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole;5-benzyl-3,3-dimethyl-2,4-dihydropyrrole;5-BENZYL-3,4-DIHYDRO-3,3-DIMETHYL-2H-PYRROLE;2-benzyl-4,4-dimethyl-1-pyrroline;2H-Pyrrole, 3,4-dihydro-3,3-dimethyl-5-(phenylmethyl)-;SCHEMBL1842781;DTXSID20432809;IDLOIKCKXBJPPI-UHFFFAOYSA-N;AKOS015909997

Chemical Property of 5-Benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Refractive Index: 1.54
• Boiling Point: 271.509 °C at 760 mmHg
• PKA: 7.90±0.40(Predicted)
• Flash Point: 109.789 °C
• PSA: 12.36000
• Density: 0.97 g/cm³
• LogP: 2.53560
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 187.136099547
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

5-Benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(=NC1)CC2=CC=CC=C2)C

Technology Process of 5-Benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

There total 12 articles about 5-Benzyl-3,3-dimethyl-3,4-dihydro-2H-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: 100.0%

(E)-N-(2,2-dimethyl-5-phenylpent-4-yn-1-ylidene)benzylamine (1198092-67-9) + oxalic acid (144-62-7,97993-78-7) → 5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole (116673-95-1)

Guidance literature:

(E)-N-(2,2-dimethyl-5-phenylpent-4-yn-1-ylidene)benzylamine; With potassium 3,7-dimethyloctan-3-olate; In tetrahydrofuran; at 0 ℃; for 1h;

oxalic acid; With water; In toluene; for 0.5h; Reflux;

With silver tetrafluoroborate; In dichloromethane; at 40 ℃; for 6h;

DOI:10.1135/cccc2009026

Reference yield: 100.0%

2,2-dimethyl-5-phenylpent-4-yn-1-amine oxalate → 5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole (116673-95-1)

Guidance literature:

With silver tetrafluoroborate; In dichloromethane; for 6h; Reflux;

DOI:10.1135/cccc2009026

Reference yield: 70.0%

benzyl chloride (100-44-7) + 4-chloro-3,3-dimethylbutyronitrile (116673-94-0) → 5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole (116673-95-1)

Guidance literature:

benzyl chloride; With magnesium;

4-chloro-3,3-dimethylbutyronitrile; In diethyl ether; toluene; for 5h; Reflux;

DOI:10.1002/ardp.201000397

upstream raw materials:

benzyl chloride

4-chloro-3,3-dimethylbutyronitrile

(E)-2,2-dimethyl-5-phenyl-4-pentenyl-1-amine

3,3-dimethyl-4-hydroxy butyronitrile

Downstream raw materials:

4-(6,6-Dimethyl-1-phenyl-6,7-dihydro-5H-pyrrolizin-2-yl)-phenol

6-(2,5-Dichloro-phenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

6-(2-Chloro-phenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

6-(4-Fluoro-phenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

Refernces

• 1、 Kondo, Teruyuki,Okada, Takumi,Mitsudo, Take-Aki. "Ruthenium-catalyzed intramolecular oxidative amination of aminoalkenes enables rapid synthesis of cyclic imines". . p. 186 - 187. Retrieved 2002.
• 2、 Liu, Wukun,Zhou, Jinpei,Liu, Yinglin,Liu, Haoran,Bensdorf, Kerstin,Guo, Cancheng,Gust, Ronald. "Licofelone-nitric oxide donors as anticancer agents". scheme or table. p. 487 - 493. Retrieved 2011/10/18.
• 3、 Liedtke, Andy J.,Keck, Peter R. W. E. F.,Lehmann, Frank,Koeberle, Andreas,Werz, Oliver,Laufer, Stefan A.. "Arylpyrrolizines as inhibitors of microsomal prostaglandin E2 synthase-1 (mPGES-1) or as dual inhibitors of mPGES-1 and 5-lipoxygenase (5-LOX)". scheme or table. p. 4968 - 4972. Retrieved 2010/03/03.