2-phenyl-1,2-dihydrobenzo[d]oxepine

Base Information

• Chemical Name: 2-phenyl-1,2-dihydrobenzo[d]oxepine
• CAS No.: 1239085-86-9
• Molecular Formula: C₁₆H₁₄O
• Molecular Weight: 222.287
• Mol file: 1239085-86-9.mol

Synonyms:2-phenyl-1,2-dihydrobenzo[d]oxepine

Chemical Property of 2-phenyl-1,2-dihydrobenzo[d]oxepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-phenyl-1,2-dihydrobenzo[d]oxepine

There total 3 articles about 2-phenyl-1,2-dihydrobenzo[d]oxepine 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: 58.0%

2-(2-ethynylphenyl)-1-phenylethan-1-ol (1239085-70-1) → 2-phenyl-1,2-dihydrobenzo[d]oxepine (1239085-86-9)

Guidance literature:

With [CpOs(C₅H₅N)3]PF₆; In pyridine; at 90 ℃; regioselective reaction;

DOI:10.1002/anie.201000455

Reference yield:

1-Bromo-2-iodobenzene (583-55-1) → 2-phenyl-1,2-dihydrobenzo[d]oxepine (1239085-86-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 40 °C / Inert atmosphere; Schlenk technique

2.1: tert.-butyl lithium / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere; Schlenk technique

2.2: 1 h / 20 °C / Inert atmosphere; Schlenk technique

2.3: Inert atmosphere; Schlenk technique

3.1: 2C₂₄H₂₀B^(1-)*C₈₄H₆₄Cl₂N₄P₄Ru₂⁽²⁺⁾ / 1,2-dichloro-ethane / 13 h / 90 °C / Inert atmosphere; Schlenk technique

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 2C₂₄H₂₀B^(1-)*C₈₄H₆₄Cl₂N₄P₄Ru₂⁽²⁺⁾; tert.-butyl lithium; triethylamine; In tetrahydrofuran; 1,2-dichloro-ethane; 1.1: |Sonogashira Cross-Coupling;

DOI:10.1002/chem.201703971

Reference yield:

2-bromo-1-(trimethylsilylethynyl)benzene (38274-16-7) → 2-phenyl-1,2-dihydrobenzo[d]oxepine (1239085-86-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tert.-butyl lithium / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere; Schlenk technique

1.2: 1 h / 20 °C / Inert atmosphere; Schlenk technique

1.3: Inert atmosphere; Schlenk technique

2.1: 2C₂₄H₂₀B^(1-)*C₈₄H₆₄Cl₂N₄P₄Ru₂⁽²⁺⁾ / 1,2-dichloro-ethane / 13 h / 90 °C / Inert atmosphere; Schlenk technique

With 2C₂₄H₂₀B^(1-)*C₈₄H₆₄Cl₂N₄P₄Ru₂⁽²⁺⁾; tert.-butyl lithium; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1002/chem.201703971

upstream raw materials:

2-(2-ethynylphenyl)-1-phenylethan-1-ol

1-Bromo-2-iodobenzene

2-bromo-1-(trimethylsilylethynyl)benzene