33348-74-2

Usage

Category

Organic Compound

Uses

Intermediate in the synthesis of pharmaceuticals and other organic compounds

Properties

Antioxidant, anti-inflammatory

Structure

Propanone group with a 4-chlorophenyl and a hydroxy functional group

Applications

Diverse range of applications in various industries, potential candidate for medicinal and research applications.

Upstream product

• 16031-54-2 1-(4-chlorophenyl)cyclopropan-1-ol 
• 50-00-0 formaldehyd 
• 99-91-2 para-chloroacetophenone 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 197854-77-6 3-oxo-3-(4-chlorophenylpropyl)dimethylvinylsilane 
• 128993-94-2 4-(4'-chlorophenyl)-1,3-dioxane 
• 7448-87-5 p-chlorophenyl vinyl ketone 

Relevant academic research and scientific papers

Bismuth trichloride-catalyzed oxy-Michael addition of water and alcohol to α,β-unsaturated ketones

An efficient method was developed for the conjugate addition of water to various α,β-unsaturated ketones by using bismuth(III) chloride as a catalyst. The reactions proceeded smoothly in the presence of a catalytic amount of BiCl3 (20 mol%) in aqueous media to furnish a variety of synthetically useful β-hydroxyl ketones in moderate to good yields. Apart from water molecule, various alcohols could also be employed as nucleophiles to react with α,β-unsaturated ketones, leading to β-alkoxyl ketones in modest to high yields. In addition, the mild reaction conditions also entailed the conjugate addition reactions to proceed with the tolerance to a range of functional groups.

Indium(III)-Catalyzed Hydration and Hydroalkoxylation of α,β-Unsaturated Ketones in Aqueous Media

The hydration of α,β-unsaturated ketones with water proceeded efficiently in the presence of In(OTf)3 (20 mol%) in aqueous media to afford synthetically versatile β-hydroxyketones in moderate to good yields with good functional group compatibility. The method also can be extended to the hydroalkoxylation of α,β-unsaturated ketones with various alcohols for the efficient synthesis of β-alkoxyketones as well as tetrahydrofuran derivatives. (Figure presented.).

Chromium(III)-Catalyzed Addition of Water and Alcohol to α,β-Unsaturated Ketones for the Synthesis of β-Hydroxyl and β-Alkoxyl Ketones in Aqueous Media

An efficient chromium(III) chloride-catalyzed Michael-type reaction of water or alcohol with α,β-unsaturated ketones is developed. A variety of α,β-unsaturated ketones effectively reacted with either water or alcohols to give the corresponding β-hydroxyl ketones or β-alkoxyl ketones in modest to high yields with excellent compatibility to various functional groups. The approach was further utilized for the preparation of synthetically useful compounds containing tetrahydrofuran skeleton.

Purification and characterization of a (r)-1-phenyl-1, 3-propanediol- producing enzyme from trichosporon fermentans aj-5152 and enzymatic (r)-1-phenyl-1, 3-propanediol production

An (R)-1-phenyl-1, 3-propanediol-producing enzyme was purified from Trichosporon fermentans AJ-5152. It was NADPH-dependent and converted 3-hydroxy-1- phenylpropane-1-one (HPPO) to (R)-1-phenyl-1, 3-propanediol [(R)-PPD] with anti-Prelog's specificity. It

The Aldol Reaction under High-Intensity Ultrasound: A Novel Approach to an Old Reaction

We have employed high-intensity ultrasound (HIU) to reinvestigate the aldol reaction (AR) in water. A number of aldols that under usual conditions would undergo elimination were isolated in acceptable to good yields. Within 15-30 min, acetophenone reacted with non-enolizable aldehydes to afford the aldol exclusively, while under conventional conditions (stirring or heating under reflux) the same compounds either failed to react or gave, after several hours, the enone, often in complex product mixtures. A library of polyols was obtained starting from a series of acetophenones and excess formaldehyde. Benzaldehyde reacted with a series of 1,3-dicarbonyl compounds to afford the corresponding bis(benzylidene) adducts. The results proved to be highly reproducible because the relevant sonochemical parameters were rigorously controlled. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Unexpected reaction of benzoates with chlorovinylsilanes in the presence of magnesium: A facile synthesis of (3-Oxo-3-phenyl)propylvinylsilanes and further transformations

(3-0xo-3-phenyl)propylvinylsilanes, new functionalized monomers, have been synthesized in modest to good yields, by the reaction of methyl benzoates with chlorodimethylvinylsilane in the presence of magnesium. The synthetic potential of these new compounds was investigated in siloxane synthesis and hydroxy transformation.

Process for producing a beta-ketoalcohol

Herein is disclosed a process for producing a β-ketoalcohol by the oxidative ring-opening reaction of a 1,3-dioxane derivative, said β-ketoalcohol being able to be a substrate for asymmetric reaction.