5-phenyl-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one

Base Information

• Chemical Name: 5-phenyl-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one
• CAS No.: 139437-20-0
• Molecular Formula: C16H15NO
• Molecular Weight: 237.301
• DSSTox Substance ID: DTXSID60567467
• Mol file: 139437-20-0.mol

Synonyms:5-phenyl-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one;139437-20-0;SCHEMBL7426718;DTXSID60567467;1-phenyl-1,2,3,5-tetrahydro-[3]benzazepin-4-one

Chemical Property of 5-phenyl-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one

Chemical Property:

• Boiling Point: 454.5±44.0 °C(Predicted)
• PSA: 32.59000
• Density: 1.126±0.06 g/cm3(Predicted)
• LogP: 2.76670
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 237.115364102
• Heavy Atom Count: 18
• Complexity: 296

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C2=CC=CC=C2CC(=O)N1)C3=CC=CC=C3

Technology Process of 5-phenyl-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one

There total 8 articles about 5-phenyl-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one 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%

C23H21NO3S → 5-phenyl-1,3,4,5-tetrahydro-3(2H)-benzazepine-2-one (139437-20-0)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1038/s41557-021-00746-7

Reference yield:

benzocyclobutenone (3469-06-5) → 5-phenyl-1,3,4,5-tetrahydro-3(2H)-benzazepine-2-one (139437-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 2-[4,5-dihydro-1,3-oxazol-2-yl]pyridine; bis(tri-t-butylphosphine)palladium⁽⁰⁾; bis(2,6-di-tert-butyl-4-methylphenoxide)methylaluminum / acetonitrile / 12 h / 60 °C

2: samarium diiodide / tetrahydrofuran / 1 h / 0 °C

With samarium diiodide; bis(tri-t-butylphosphine)palladium⁽⁰⁾; bis(2,6-di-tert-butyl-4-methylphenoxide)methylaluminum; 2-[4,5-dihydro-1,3-oxazol-2-yl]pyridine; In tetrahydrofuran; acetonitrile;

DOI:10.1038/s41557-021-00746-7

Reference yield:

1,4-dihydro-1-phenyl-3H-2-benzopyran-3-one (22360-47-0) → 5-phenyl-1,3,4,5-tetrahydro-3(2H)-benzazepine-2-one (139437-20-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / HCl / 25 °C

2: 91 percent / SnCl₄ / CH₂Cl₂ / 0.5 h

3: NaBH₄, CF₃CO₂H / 5 h / 25 °C

4: toluene / 8 h / Heating

With hydrogenchloride; sodium tetrahydroborate; trifluoroacetic acid; tin(IV) chloride; In dichloromethane; toluene;

DOI:10.1016/0040-4039(92)88040-C

upstream raw materials:

ethyl 2-(2-amino-1-phenylethyl)benzeneacetate

1,4-dihydro-1-phenyl-3H-2-benzopyran-3-one

ethyl 2-[(chloro)(phenyl)methyl]benzeneacetate

[2-(Cyano-phenyl-methyl)-phenyl]-acetic acid ethyl ester

Downstream raw materials:

(+/-)-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine