1,1,3,3-Tetramethyl-2-(1-phenylethoxy)-2,3-dihydro-1H-isoindole

Base Information

• Chemical Name: 1,1,3,3-Tetramethyl-2-(1-phenylethoxy)-2,3-dihydro-1H-isoindole
• CAS No.: 97142-01-3
• Molecular Formula: C20H25NO
• Molecular Weight: 295.425
• DSSTox Substance ID: DTXSID50540542
• Mol file: 97142-01-3.mol

Synonyms:97142-01-3;DTXSID50540542;1,1,3,3-Tetramethyl-2-(1-phenylethoxy)-2,3-dihydro-1H-isoindole

Chemical Property of 1,1,3,3-Tetramethyl-2-(1-phenylethoxy)-2,3-dihydro-1H-isoindole

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 295.193614421
• Heavy Atom Count: 22
• Complexity: 359

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)ON2C(C3=CC=CC=C3C2(C)C)(C)C

Technology Process of 1,1,3,3-Tetramethyl-2-(1-phenylethoxy)-2,3-dihydro-1H-isoindole

There total 8 articles about 1,1,3,3-Tetramethyl-2-(1-phenylethoxy)-2,3-dihydro-1H-isoindole 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: 89.0%

1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical (80037-90-7) + (1-bromoethyl)benzne (585-71-7,38661-81-3) → 1-phenyl-1-(1,1,3,3-tetramethylisoindolin-2-yloxy)ethane (97142-01-3)

Guidance literature:

With N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper(I) bromide; In toluene; at 50 ℃; for 2h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.8b03633

Reference yield:

1-phenylethyl radical (2348-51-8) + 1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical (80037-90-7) → 1-phenyl-1-(1,1,3,3-tetramethylisoindolin-2-yloxy)ethane (97142-01-3)

Guidance literature:

In 2,2,4-trimethylpentane; at 18 ℃; Rate constant;

DOI:10.1021/ja00039a006

Reference yield:

1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical (80037-90-7) → 1,1,3,3-tetramethyl-2-(1-xanthon-2-ylethoxy)chromeno[3,2-f]isoindolin-10-one + 1-phenyl-1-(1,1,3,3-tetramethylisoindolin-2-yloxy)ethane (97142-01-3)

Guidance literature:

Multi-step reaction with 4 steps

1: periodic acid; sulfuric acid; potassium iodide / 5 h / 0 - 20 °C

2: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / N,N-dimethyl-formamide / 18 h / 130 °C / Sealed tube; Inert atmosphere

3: N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper(I) bromide / toluene / 2 h / 50 °C / Sealed tube; Inert atmosphere

4: benzene-d6 / 5.5 h / 20 °C / Inert atmosphere; UV-irradiation

With bis-triphenylphosphine-palladium(II) chloride; N,N,N',N'',N'''-pentamethyldiethylenetriamine; sulfuric acid; potassium carbonate; periodic acid; potassium iodide; copper(I) bromide; In benzene-d6; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jacs.8b03633

upstream raw materials:

styrene

1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical

1-phenylethyl radical

(1-bromoethyl)benzne

Downstream raw materials:

styrene

2-hydroxy-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole