6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthonitrile

Base Information

• Chemical Name: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthonitrile
• CAS No.: 1255871-58-9
• Molecular Formula: C₁₇H₁₈BNO₂
• Molecular Weight: 279.146
• Mol file: 1255871-58-9.mol

Synonyms:6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthonitrile

Chemical Property of 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthonitrile

Chemical Property:

Purity/Quality:

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthonitrile

There total 4 articles about 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthonitrile 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: 59.0%

6-bromo-naphthalene-2-carbonitrile (91065-17-7) + bis(pinacol)diborane (73183-34-3) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthonitrile (1255871-58-9)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 100 ℃; for 1h;

Reference yield:

6-bromonaphthalene-2-carbonyl chloride (87700-60-5) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthonitrile (1255871-58-9)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonia / dichloromethane; methanol / 3 h / 20 °C

2: trifluoroacetic anhydride; pyridine / 1,4-dioxane / 3 h / 0 - 20 °C

3: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 1 h / 100 °C

With pyridine; ammonia; potassium acetate; trifluoroacetic anhydride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; methanol; dichloromethane;

Reference yield:

6-bromo-2-naphthoic acid (5773-80-8) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthonitrile (1255871-58-9)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / 16 h / 70 °C

2: ammonia / dichloromethane; methanol / 3 h / 20 °C

3: trifluoroacetic anhydride; pyridine / 1,4-dioxane / 3 h / 0 - 20 °C

4: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 1 h / 100 °C

With pyridine; thionyl chloride; ammonia; potassium acetate; trifluoroacetic anhydride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; methanol; dichloromethane;

upstream raw materials:

6-bromo-naphthalene-2-carbonitrile

bis(pinacol)diborane

6-bromonaphthalene-2-carbonyl chloride

6-bromo-2-naphthoic acid