45803-83-6

Upstream product

• 876-02-8 4-hydroxy-3-methylphenyl methyl ketone 
• 15174-69-3 4-hydroxy-3-methyl-benzaldehyde 
• 105-53-3 diethyl malonate 
• 19780-88-2 4-hydroxy-3-methylcinnamic acid 
• 113-24-6 sodium pyruvate 
• 95-48-7 ortho-cresol 
• 17096-14-9 1,1-bis-(3-methyl-4-hydroxyphenyl)ethane 

Downstream Products

• 1427170-36-2 C₁₀H₁₄O₃ 
• 1427170-24-8 (S)-4-(1-hydroxyethyl)-2-methylphenol 
• 377091-82-2 (E)-3-(4-hydroxy-3-methylphenyl)acrylic Acid 
• 1427170-34-0 (R)-4-(1-hydroxyethyl)-2-methylphenol 

Relevant academic research and scientific papers

Preparation method of 4-vinylphenol compound

The invention provides a preparation method of a 4-vinylphenol compound, which specifically comprises the following steps: preparing according to the following reaction formula: adding substituted p-hydroxycinnamic acid and a solvent N, N-dimethylformamide into a pressure-resistant reaction flask, heating and stirring to react for 30 minutes, and separating and purifying after the reaction is finished to obtain the 4-vinylphenol compound. According to the preparation method, DMF is used as a solvent, a catalyst is not needed, the reaction time is short (30 min), substrate universality is good, polymerization reaction is avoided, operation is easy, the production period and cost are greatly reduced, the average yield of the target compound is stable and can reach 96% to the maximum, a new method is provided for synthesis of the 4-vinylphenol compound, and a foundation is laid for large-scale production of products and improvement of production efficiency.

Selective hydrodeoxygenation of hydroxyacetophenones to ethyl-substituted phenol derivatives using a FeRu?SILP catalyst

The selective hydrodeoxygenation of hydroxyacetophenone derivatives is achieved opening a versatile pathway for the production of valuable substituted ethylphenols from readily available substrates. Bimetallic iron ruthenium nanoparticles immobilized on an imidazolium-based supported ionic liquid phase (Fe25Ru75?SILP) show high activity and stability for a broad range of substrates without acidic co-catalysts. This journal is

Method for synthesizing hydroxystyrene compound by one-pot process

The invention relates to a method for synthesizing a hydroxystyrene compound by one-pot process. The method comprises the following steps of under the condition of normal pressure or decompression, enabling hydroxyl-substituted benzaldehyde, malonic acid or malonic acid derivative, an alkaline catalyst and a polymerization inhibitor to react for a first preset time in a first organic solvent at the first temperature suitable for the reflux of the first organic solvent, so as to obtain a first reaction mixture; heating the reaction system to a second temperature, and reacting for a second reaction time, so as to obtain a second reaction mixture; distilling the second reaction mixture to remove solvent, so as to obtain the hydroxystyrene compound. The method has the beneficial effects that the reaction temperature for the synthesizing of the hydroxystyrene compound is mild, and the yield rate of a final product is high.

Multienzyme One-Pot Cascade for the Stereoselective Hydroxyethyl Functionalization of Substituted Phenols

The operability and substrate scope of a redesigned vinylphenol hydratase as a single biocatalyst or as part of multienzyme cascades using either substituted coumaric acids or phenols as stable, cheap, and readily available substrates are reported.

METHOD FOR PREPARING p-VINYL PHENOLS

A biocatalytic method is provided for preparing p-vinyl phenols by a three-step, one-pot reaction according to the following reaction scheme: wherein the three steps include: (a) optionally substituted phenol (1) is bound to pyruvic acid (BTS) to form optionally substituted tyrosine (2) by the catalytic action of a tyrosine phenol-lyase (TPL) and in the presence of ammonium ions, (b) ammonia is eliminated from tyrosine (2) by the catalytic action of a tyrosine ammonia-lyase (TAL) or a phenyl ammonia-lyase (PAL) to produce optionally substituted p-coumaric acid (3), and (c) p-coumaric acid (3) is subjected to a decarboxylation reaction by the catalytic action of a phenolic acid decarboxylase (PAD), to produce the desired, optionally substituted p-vinyl phenol (4); and (d) wherein the generated CO2 is removed from the reaction system to shift the chemical equilibrium of all three reaction steps (a), (b) and (c) towards the product side.

Vinylation of Unprotected Phenols Using a Biocatalytic System

Readily available substituted phenols were coupled with pyruvate in buffer solution under atmospheric conditions to afford the corresponding para-vinylphenol derivatives while releasing only one molecule of CO2 and water as the by-products. This transformation was achieved by designing a biocatalytic system that combines three biocatalytic steps, namely the C-C coupling of phenol and pyruvate in the presence of ammonia, which leads to the corresponding tyrosine derivative, followed by deamination and decarboxylation. The biocatalytic transformation proceeded with high regioselectivity and afforded exclusively the desired para products. This method thus represents an environmentally friendly approach for the direct vinylation of readily available 2-, 3-, or 2,3-disubstituted phenols on preparative scale (0.5 mmol) that provides vinylphenols in high yields (65-83%).

Asymmetric enzymatic hydration of hydroxystyrene derivatives

More than one activity: Owing to their hydratase activity, phenolic acid decarboxylases catalyze the regio- and stereoselective addition of H 2O across the C=C double bond of hydroxystyrene derivatives yielding (S)-4-(1-hydroxyethyl)phenols with up to 82 % conversion and 71 % ee. Based on structure analysis and molecular docking simulations, a catalytic mechanism for this novel enzymatic reaction is proposed. Copyright