Production Method 1

498-00-0

71-36-3

82654-98-6

Reaction Conditions

1.1 Catalysts: Montmorillonite ((Al1.33-1.67Mg0.33-0.67)(Ca0-1Na0-1)0.33Si4(OH)2O10.xH2O) ,  Ti4+ ;  6 h, 30 °C

Reference

Direct synthesis of unsymmetrical ethers from alcohols catalyzed by titanium cation-exchanged montmorillonite

Mitsudome, Takato; et al, Green Chemistry, 2012, 14(3), 610-613

Production Method 2

498-00-0

71-36-3

82654-98-6

Reaction Conditions

1.1 Catalysts: Tungstate ;  3 h, 80 °C

Reference

Sulfated tungstate as hydroxyl group activator for preparation of benzyl, including p-methoxybenzyl ethers of alcohols and phenols

Katkar, Kamlesh V.; et al, Synthetic Communications, 2016, 46(23), 1893-1901

Production Method 3

498-00-0

71-36-3

82654-98-6

Reaction Conditions

1.1 Catalysts: Nankai 732 ;  rt → reflux; 3 h, reflux

Reference

Synthesis of vanillyl isopropyl ether

Yin, Gangqiang; et al, Guangdong Huagong, 2010, 37(5), 131-132

Vanillyl Butyl Ether Raw materials

• Vanillyl alcohol
• 1-Butanol

Vanillyl Butyl Ether Preparation Products

• Vanillyl Butyl Ether (82654-98-6)

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• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenols Methoxyphenols
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether

Professional Introduction to Vanillyl Butyl Ether (CAS No. 82654-98-6)

Vanillyl Butyl Ether, chemically known as 4-hydroxy-3-methoxybenzyldodecyl ether, is a compound with the CAS number 82654-98-6. This compound has garnered significant attention in the field of pharmaceuticals and chemical research due to its unique structural properties and potential applications. The Vanillyl Butyl Ether moiety, derived from vanillin and butyl alcohol, contributes to its distinctive aromatic and solubilizing characteristics, making it a valuable intermediate in the synthesis of various bioactive molecules.

The Vanillyl Butyl Ether structure exhibits a balance of hydrophilic and lipophilic regions, which enhances its solubility in both aqueous and organic solvents. This property is particularly advantageous in pharmaceutical formulations where compatibility with diverse solvent systems is crucial. Recent studies have highlighted the role of Vanillyl Butyl Ether as a solvent or cosolvent in the preparation of drug formulations, particularly in enhancing the bioavailability of poorly soluble drugs.

In the realm of drug development, Vanillyl Butyl Ether has been explored as a potential additive in oral and topical drug delivery systems. Its ability to stabilize active pharmaceutical ingredients (APIs) against degradation and improve their dissolution rate has been a focal point of research. For instance, studies have demonstrated its efficacy in improving the solubility and permeability of BCS Class II drugs, thereby potentially increasing their therapeutic efficacy.

Moreover, the Vanillyl Butyl Ether moiety has shown promise in the field of flavor and fragrance chemistry. Its aromatic profile, reminiscent of vanilla, makes it a desirable component in perfumes and food additives. However, its applications extend beyond mere scent; recent research has investigated its potential role as an antioxidant and anti-inflammatory agent. The hydroxyl groups present in the vanillyl part of the molecule contribute to its ability to scavenge free radicals, thereby protecting cells from oxidative stress.

From a synthetic chemistry perspective, Vanillyl Butyl Ether serves as a versatile building block for more complex molecules. Its reaction with various electrophiles allows for the introduction of diverse functional groups, facilitating the synthesis of novel compounds with tailored properties. This flexibility has made it a staple in medicinal chemistry laboratories seeking to develop new therapeutic agents.

Recent advancements in computational chemistry have further illuminated the potential of Vanillyl Butyl Ether. Molecular modeling studies have predicted its interactions with biological targets, providing insights into its mechanism of action. These predictions have guided experimental efforts aimed at optimizing its pharmacological properties. For example, virtual screening using Vanillyl Butyl Ether as a scaffold has led to the identification of derivatives with enhanced binding affinity to specific enzymes and receptors.

The industrial production of Vanillyl Butyl Ether (CAS No. 82654-98-6) involves careful optimization to ensure high yield and purity. Traditional synthetic routes often employ phase-transfer catalysis or transesterification reactions to achieve the desired product. However, emerging green chemistry approaches are increasingly being adopted to minimize waste and energy consumption. These methods leverage biocatalysis or solvent-free reactions to produce Vanillyl Butyl Ether sustainably.

In conclusion, Vanillyl Butyl Ether represents a multifaceted compound with broad applications across pharmaceuticals, flavor chemistry, and synthetic research. Its unique structural features make it an invaluable tool for drug formulation, flavor enhancement, and molecular synthesis. As research continues to uncover new applications for this compound, its significance in chemical science is likely to grow further.

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