7-(naphthalen-1-yl)-3-phenylhepta-1,6-diyn-3-yl benzoate

Base Information

• Chemical Name: 7-(naphthalen-1-yl)-3-phenylhepta-1,6-diyn-3-yl benzoate
• CAS No.: 1435518-53-8
• Molecular Formula: C₃₀H₂₂O₂
• Molecular Weight: 414.503
• Mol file: 1435518-53-8.mol

Synonyms:7-(naphthalen-1-yl)-3-phenylhepta-1,6-diyn-3-yl benzoate

Chemical Property of 7-(naphthalen-1-yl)-3-phenylhepta-1,6-diyn-3-yl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-(naphthalen-1-yl)-3-phenylhepta-1,6-diyn-3-yl benzoate

There total 5 articles about 7-(naphthalen-1-yl)-3-phenylhepta-1,6-diyn-3-yl benzoate 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: 84.0%

7-(naphthalen-1-yl)-3-phenyl-1-(trimethylsilyl)hepta-1,6-diyn-3-ol (1435518-28-7) + benzoyl chloride (98-88-4) → 7-(naphthalen-1-yl)-3-phenylhepta-1,6-diyn-3-yl benzoate (1435518-53-8)

Guidance literature:

7-(naphthalen-1-yl)-3-phenyl-1-(trimethylsilyl)hepta-1,6-diyn-3-ol; With lithium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 0.333333h; Inert atmosphere;

benzoyl chloride; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja4032727

Reference yield:

1-ethynylnaphthalene (15727-65-8) → 7-(naphthalen-1-yl)-3-phenylhepta-1,6-diyn-3-yl benzoate (1435518-53-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: bis(triphenylphosphine)iminium chloride; dodecacarbonyl-triangulo-triruthenium; 1-methyl-pyrrolidin-2-one / 60 °C / Inert atmosphere

2.1: potassium hydroxide / 1,4-dioxane; water / 20 °C / Inert atmosphere

3.1: 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 15 h / 20 °C / Inert atmosphere

4.1: tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C / Inert atmosphere

5.2: 3 h / -78 - 20 °C / Inert atmosphere

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere

6.2: 0.5 h / 20 °C / Inert atmosphere

6.3: 1 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; 1-methyl-pyrrolidin-2-one; n-butyllithium; dodecacarbonyl-triangulo-triruthenium; bis(triphenylphosphine)iminium chloride; dicyclohexyl-carbodiimide; potassium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; cyclohexane; water;

DOI:10.1021/ja4032727

Reference yield:

C16H14O2 (1435518-72-1) → 7-(naphthalen-1-yl)-3-phenylhepta-1,6-diyn-3-yl benzoate (1435518-53-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium hydroxide / 1,4-dioxane; water / 20 °C / Inert atmosphere

2.1: 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 15 h / 20 °C / Inert atmosphere

3.1: tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C / Inert atmosphere

4.2: 3 h / -78 - 20 °C / Inert atmosphere

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere

5.2: 0.5 h / 20 °C / Inert atmosphere

5.3: 1 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; n-butyllithium; dicyclohexyl-carbodiimide; potassium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; cyclohexane; water;

DOI:10.1021/ja4032727

upstream raw materials:

1-ethynylnaphthalene

C₁₆H₁₄O₂

5-(1-naphthyl)pent-4-ynoic acid

7-(naphthalen-1-yl)-3-phenyl-1-(trimethylsilyl)hepta-1,6-diyn-3-ol

Downstream raw materials:

8-phenyl-9,10-dihydro-6bH-benzo[a]fluoren-7-yl benzoate