5-(2'-(4''-hydroxymethylphenyl)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''-hydroxymethylphenyl)ethenyl)-4,4'-difluoro-8-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene
• CAS No.: 1263296-94-1
• Molecular Formula: C₂₇H₂₅BF₂N₂O
• Molecular Weight: 442.316

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

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

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Technology Process of 5-(2'-(4''-hydroxymethylphenyl)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''-hydroxymethylphenyl)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: 26.3%

4-(hydroxylmethyl)benzaldehyde (52010-97-6) + phenyl BODIPY → 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)

Guidance literature:

With piperidine; In toluene; byproducts: H2O; aldehyde and indacene were ferluxed overnight in mixt. of toluene and piperidine in Dean-Stark apparatus; evapd., column chromy. (silica, CH2Cl2/hexane);

DOI:10.1039/c0nj00720j

Reference yield: 26.3%

C19H20BF2N2(1+) + 4-(hydroxylmethyl)benzaldehyde (52010-97-6) → 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)

Guidance literature:

With piperidine; In toluene; Reflux;

DOI:10.1039/c0nj00720j

Reference yield:

p-xylylene glycol (589-29-7) → 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)

Guidance literature:

Multi-step reaction with 2 steps

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

2: piperidine / toluene / Reflux

With piperidine; sodium tetrahydroborate; In tetrahydrofuran; ethanol; toluene; 2: Knoevenagel type condensation;

DOI:10.1039/c0nj00720j

upstream raw materials:

4-(hydroxylmethyl)benzaldehyde

p-xylylene glycol

Downstream raw materials:

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

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