6045-93-8

Basic information

• Product Name: 1-(morpholin-4-yl)-4-phenylbutane-1,4-dione
• CAS NO: 6045-93-8
• Molecular Formula: C₁₄H₁₇NO₃
• Molecular Weight: 247.2897
• Mol File: 6045-93-8.mol

Chemical Properties

• Boiling Point: 452.2°C at 760 mmHg
• Flash Point: 227.3°C
• Density: 1.165g/cm³
• Vapor Pressure: 2.29E-08mmHg at 25°C
• Refractive Index: 1.544
• CAS DataBase Reference: 1-(morpholin-4-yl)-4-phenylbutane-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(morpholin-4-yl)-4-phenylbutane-1,4-dione(6045-93-8)
• EPA Substance Registry System: 1-(morpholin-4-yl)-4-phenylbutane-1,4-dione(6045-93-8)

Safety Data

• Hazardous Substances Data: 6045-93-8(Hazardous Substances Data)

Upstream product

• 110-91-8 morpholine 
• 101012-63-9 2-bromo-4-phenyl-4-butanolide 
• 2051-95-8 succinylbenzene 
• 71-43-2 benzene 
• 5117-12-4 N-Acryloylmorpholine 
• 611-73-4 Benzoylformic acid 
• 122-78-1 phenylacetaldehyde 
• 103-82-2 phenylacetic acid 
• 101-41-7 benzeneacetic acid methyl ester 
• 2243-53-0 styrylacetic acid 
• 98-88-4 benzoyl chloride 

Downstream Products

• 101115-22-4 4-hydroxy-1-morpholino-4-phenylbutan-1-one 
• 81233-51-4 ((1S,2S)-2-Hydroxy-2-phenyl-cyclopropyl)-morpholin-4-yl-methanone 
• 81233-51-4 ((1R,2S)-2-Hydroxy-2-phenyl-cyclopropyl)-morpholin-4-yl-methanone 
• 61123-44-2 1-morpholino-4-phenylbutan-1-one 

Relevant articles and documents

Iridium-Catalyzed Asymmetric Hydrogenation of ?- A nd ?-Ketoacids for Enantioselective Synthesis of ?- A nd ?-Lactones

A highly efficient asymmetric hydrogenation of ?- A nd ?-ketoacids was developed by using a chiral spiro iridium catalyst (S)-1a, affording the optically active ?- A nd ?-hydroxy acids/lactones in high yields with excellent enantioselectivities (up to >99% ee) and turnover numbers (TON up to 100000). This protocol provides an efficient and practical method for enantioselective synthesis of Ezetimibe.

Stereoselective synthesis of 3,4-di-substituted mercaptolactones via photoredox-catalyzed radical addition of thiophenols

A visible light mediated radical addition of thiophenols on 4-phenylbut-3-enoic acids to give diastereoselective synthesis of 3,4-disubstituted γ-lactones is reported. The reaction precludes the conventional prerequisite of conjugate addition. Furthermore, the lactones were successfully utilized in the synthesis of γ-ketoamides.

Visible-Light-Promoted Synthesis of 1,4-Dicarbonyl Compounds via Conjugate Addition of Aroyl Chlorides

A facile visible-light photocatalytic conjugate addition to prepare 1,4-dicarbonyl compounds has been developed by employing readily available aroyl chlorides as aryl radical sources. This operationally simple method shows a broad scope with regard to both aroyl chlorides and Michael acceptors. As a result, a variety of 1,4-diketones were efficiently synthesized in moderate to good yields.

Decarboxylative 1,4-Addition of α-Oxocarboxylic Acids with Michael Acceptors Enabled by Photoredox Catalysis

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Enantioselective Ruthenium(II)/Xyl-SunPhos/Daipen-Catalyzed hydrogenation of γ-Ketoamides

A0series of γ-hydroxy amides were synthesized with high ena~tioselectivities (up to 99%) usyng asymmetric hydrogenation of the corresponding γ-ketoamides in the presence of Ru-Xyl-SunPhos-Daipen catalyst providing key building blocks for a variety of natu

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Carbamoylimidazolium salts act as efficient N,N-disubstituted carbamoylating reagents. These salts are readily prepared by the sequential treatment of secondary amines with N,N′-carbonyldiimidazole (CDI) and iodomethane. The carbamoylimidazolium salts are more efficient carbamoyl transfer reagents than the intermediate carbamoylimidazoles, as a result of the 'imidazolium' effect. Kinetic studies on the base promoted hydrolysis of both carbamoylimidazoles and carbamoylimidazolium salts reveal over a hundred-fold rate acceleration. The salts react with amines, thiols, phenols/alcohols, and carboxylic acids in high yields, without the need for subsequent chromatographic purification of the products, producing ureas, thiocarbamates, carbamates, and amides, respectively. Analogous thiocarbamoylimidazolium salts were also synthesized from secondary amines and N,N′-thiocarbonyldiimidazole (TCDI), followed by methylation with iodomethane.

Carbamoylimidazolium salts as diversification reagents: An application to the synthesis of tertiary amides from carboxylic acids

An efficient method for the preparation of tertiary amides from carbamoylimidazolium salts and carboxylic acids is described. The transformation occurs at room temperature and under relatively mild conditions. The carbamoylimidazolium salts are obtained from the reaction of secondary amines with N,N′-carbonyldiimidazole, followed by methylation with methyl iodide. The utility of this reaction was demonstrated in the formation of Weinreb amides and in a short synthesis of fused bicyclic amides. The introduction of this reaction now permits carbamoylimidazolium salts to be utilized in the formation of tertiary amides, ureas, carbamates and thiocarbamates under a single set of conditions.

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A Novel Aromatic Electrophilic Substitution: Acylation of Aromatics with Cyclic Isoimidium Salts to Yield N,N-Disubstituted β-Aroylcarboxamides

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