5-(2'-(4''-formylphenyl)ethenyl)-4,4'-difluoro-8-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene

Base Information

• Chemical Name: 5-(2'-(4''-formylphenyl)ethenyl)-4,4'-difluoro-8-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene
• CAS No.: 1263296-93-0
• Molecular Formula: C₂₇H₂₃BF₂N₂O
• Molecular Weight: 440.3
• Mol file: 1263296-93-0.mol

Synonyms:5-(2'-(4''-formylphenyl)ethenyl)-4,4'-difluoro-8-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene

Chemical Property of 5-(2'-(4''-formylphenyl)ethenyl)-4,4'-difluoro-8-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2'-(4''-formylphenyl)ethenyl)-4,4'-difluoro-8-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene

There total 3 articles about 5-(2'-(4''-formylphenyl)ethenyl)-4,4'-difluoro-8-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene 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: 77.5%

5-(2'-(4''-hydroxymethylphenyl)ethenyl)-4,4'-difluoro-8-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (1263296-94-1) → 5-(2'-(4''-formylphenyl)ethenyl)-4,4'-difluoro-8-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (1263296-93-0)

Guidance literature:

With MnO₂; In dichloromethane; to soln. of alcohol in CH2Cl2 MnO2 was added, refluxed for 6 h; filtered through celite, evapd., column chromy. (silica, EtOAc/hexane);

DOI:10.1039/c0nj00720j

Reference yield:

p-xylylene glycol (589-29-7) → 5-(2'-(4''-formylphenyl)ethenyl)-4,4'-difluoro-8-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (1263296-93-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 0 - 2 °C

2: piperidine / toluene / Reflux

3: manganese(IV) oxide / dichloromethane / 6 h / Reflux

With piperidine; manganese(IV) oxide; sodium tetrahydroborate; In tetrahydrofuran; ethanol; dichloromethane; toluene; 2: Knoevenagel type condensation;

DOI:10.1039/c0nj00720j

Reference yield:

C19H20BF2N2(1+) + 4-(hydroxylmethyl)benzaldehyde (52010-97-6) → 5-(2'-(4''-formylphenyl)ethenyl)-4,4'-difluoro-8-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (1263296-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / toluene / Reflux

2: manganese(IV) oxide / dichloromethane / 6 h / Reflux

With piperidine; manganese(IV) oxide; In dichloromethane; toluene; 1: Knoevenagel type condensation;

DOI:10.1039/c0nj00720j

upstream raw materials:

5-(2'-(4''-hydroxymethylphenyl)ethenyl)-4,4'-difluoro-8-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene

4-(hydroxylmethyl)benzaldehyde

p-xylylene glycol