Production Method 1

532967-21-8

918524-93-3

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  1 h, 70 °C

Reference

Preparation of monocyclic compounds as acetyl-CoA carboxylase inhibitors

, World Intellectual Property Organization, , ,

Production Method 2

532967-21-8

918524-93-3

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  15 min, rt
1.2 5 h, 80 °C

Reference

Pyrrolo[2,3-]pyridine compounds and methods for kinase modulation, preparation, pharmaceutical compositions and use in the treatment of diseases

, World Intellectual Property Organization, , ,

Production Method 3

532967-21-8

918524-93-3

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  15 min, rt
1.2 5 h, 80 °C

Reference

Pyrrolo[2,3-b]pyridine compounds and methods for kinase modulation, preparation, pharmaceutical compositions and use in the treatment of diseases

, World Intellectual Property Organization, , ,

Production Method 4

176175-97-6

918524-93-3

Reaction Conditions

1.1 Reagents: Diisopropylamine ,  Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  0 °C; 30 min, 0 °C; 0 °C → -78 °C
1.2 Solvents: Tetrahydrofuran ;  1 h, -78 °C
1.3 1 h, -78 °C

Reference

Highly Stereoselective Formation of a Spiro Center by a 1,4-Addition/Elimination Reaction of 3,5-Difluorocyclohexa-2,5-dienones

Morita, Masao; Kurouchi, Hiroaki; Nemoto, Nobuaki, Synlett, 2022, 33(6), 589-593

Production Method 5

532967-21-8

918524-93-3

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  overnight, rt

Reference

Preparation of novel pyrrolopyrimidine compounds or salt thereof, pharmaceutical composition containing same, especially agent for prevention and/or treatment of tumors, etc., based on NAE inhibitory effect

, World Intellectual Property Organization, , ,

Production Method 6

532967-21-8

918524-93-3

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  15 min, rt
1.2 5 h, 80 °C

Reference

Pyrrolo[2,3-b]pyridines as kinase modulators and their preparation, pharmaceutical compositions and use in the treatment of diseases

, World Intellectual Property Organization, , ,

Production Method 7

918524-93-3

Reaction Conditions

Reference

Antitumor effect potentiator comprising pyrrolopyrimidine compound

, World Intellectual Property Organization, , ,

4-(Benzyloxy)-2,6-difluorobenzaldehyde Raw materials

• 1-(Benzyloxy)-3,5-difluorobenzene
• 2,6-Difluoro-4-hydroxybenzaldehyde

4-(Benzyloxy)-2,6-difluorobenzaldehyde Preparation Products

• 4-(Benzyloxy)-2,6-difluorobenzaldehyde (918524-93-3)

• 1. An investigation of the electrochemical delithiation process of carbon coated α-Fe2O3nanoparticles
  Adrian Brandt,Florian Winter,Sebastian Klamor,Frank Berkemeier,Jatinkumar Rana,Rainer P?ttgen,Andrea Balducci J. Mater. Chem. A, 2013,1, 11229-11236
• 2. An artificial photosynthetic system for photoaccumulation of two electrons on a fused dipyridophenazine (dppz)–pyridoquinolinone ligand?
  Philipp Traber,Stephan Kupfer,Stefanie Gr?fe,Isabelle Baussanne,Martine Demeunynck,Jean-Marie Mouesca,Serge Gambarelli,Vincent Artero,Murielle Chavarot-Kerlidou Chem. Sci., 2018,9, 4152-4159
• 3. An artificial CO-releasing metalloprotein built by histidine-selective metallation?
  Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
• 4. An anti-leakage liquid metal thermal interface material
  Kaiyuan Huang,Wangkang Qiu,Meilian Ou,Xiaorui Liu,Zenan Liao,Sheng Chu RSC Adv., 2020,10, 18824-18829
• 5. An investigation on the interaction modes of a single-strand DNA aptamer and RBP4 protein: a molecular dynamic simulations approach?
  Raheleh Torabi,Hedayatollah Ghourchian,Massoud Amanlou Org. Biomol. Chem., 2016,14, 8141-8153

4-(Benzyloxy)-2,6-difluorobenzaldehyde (CAS No. 918524-93-3): An Overview of Its Synthesis, Applications, and Recent Research

4-(Benzyloxy)-2,6-difluorobenzaldehyde (CAS No. 918524-93-3) is a versatile organic compound that has gained significant attention in recent years due to its unique chemical structure and potential applications in various fields, including pharmaceuticals, materials science, and organic synthesis. This compound is characterized by its benzaldehyde core, substituted with a benzyloxy group and two fluorine atoms at the 2 and 6 positions. The presence of these functional groups imparts distinct chemical properties that make it an attractive building block for the synthesis of more complex molecules.

The synthesis of 4-(Benzyloxy)-2,6-difluorobenzaldehyde has been extensively studied, with several methods reported in the literature. One of the most common approaches involves the reaction of 2,6-difluorobenzyl alcohol with benzyl bromide in the presence of a base, followed by oxidation to form the aldehyde. This method is known for its high yield and selectivity, making it a preferred choice for large-scale production. Recent advancements in green chemistry have also led to the development of more environmentally friendly synthetic routes, such as using catalytic systems that minimize waste and energy consumption.

In the pharmaceutical industry, 4-(Benzyloxy)-2,6-difluorobenzaldehyde has shown promise as an intermediate in the synthesis of various bioactive compounds. Its unique structure allows it to serve as a scaffold for the introduction of additional functional groups that can modulate biological activity. For instance, recent studies have explored its use in the development of novel anticancer agents. Researchers have found that derivatives of this compound exhibit potent cytotoxic activity against a range of cancer cell lines, making them potential candidates for further drug development.

Beyond pharmaceutical applications, 4-(Benzyloxy)-2,6-difluorobenzaldehyde has also found utility in materials science. Its ability to form stable complexes with metal ions has led to its use in the synthesis of coordination polymers and metal-organic frameworks (MOFs). These materials have applications in gas storage, catalysis, and sensing due to their high surface area and tunable pore size. Additionally, the fluorine atoms in the structure can enhance the electronic properties of these materials, making them suitable for use in electronic devices.

The physical properties of 4-(Benzyloxy)-2,6-difluorobenzaldehyde are well-characterized. It is a white crystalline solid with a melting point of approximately 75°C and is soluble in common organic solvents such as dichloromethane and ethanol. Its stability under various conditions makes it suitable for long-term storage and handling in laboratory settings. However, care should be taken to avoid exposure to strong acids or bases that could lead to decomposition or unwanted side reactions.

Recent research has also focused on understanding the reactivity and mechanisms involved in reactions involving 4-(Benzyloxy)-2,6-difluorobenzaldehyde. Studies have shown that it can undergo a variety of transformations, including nucleophilic addition reactions, electrophilic substitution reactions, and coupling reactions with other organic compounds. These reactions are often facilitated by catalysts or reagents that can selectively target specific functional groups within the molecule.

In conclusion, 4-(Benzyloxy)-2,6-difluorobenzaldehyde (CAS No. 918524-93-3) is a multifaceted compound with a wide range of applications across different scientific disciplines. Its unique chemical structure and reactivity make it an invaluable tool for researchers and chemists working on the development of new materials and pharmaceuticals. As research continues to advance, it is likely that new applications and uses for this compound will be discovered, further cementing its importance in the field of organic chemistry.

• 103438-92-2(Benzaldehyde, 2-fluoro-5-(phenylmethoxy)-)
• 504414-32-8(4-(Benzyloxy)-2-fluorobenzaldehyde)
• 79418-72-7(Benzaldehyde, 2-fluoro-5-methoxy-4-(phenylmethoxy)-)
• 916483-56-2(4-ethoxy-2,6-difluorobenzoic Acid)
• 70627-20-2(4-[(2-fluorophenyl)methoxy]benzaldehyde)
• 114045-96-4(4-(Benzyloxy)-2-fluorobenzoic acid)
• 84937-82-6(Methyl 2,6-difluoro-4-methoxybenzoate)
• 885269-73-8(4-[(2,6-difluorophenyl)methoxy]benzaldehyde)
• 335140-79-9(Benzoic acid, 2,6-difluoro-4-(phenylmethoxy)-)
• 1017779-48-4(4-Ethoxy-2,6-difluorobenzaldehyde)