24758-49-4

Basic information

• Product Name: 4-MORPHOLINOBENZOPHENONE
• Synonyms: LABOTEST-BB LT00160071;4-MORPHOLINOBENZOPHENONE;4-MORPHOLINOBENZOPHENONE 97%;(4-Morpholin-4-yl-phenyl)-phenyl-methanone;4-MORPHOLIONOBENZOPHENONE;4-Morpholinobenzophenone,99%;(4-Morpholinophenyl)(phenyl)methanone
• CAS NO: 24758-49-4
• Molecular Formula: C₁₇H₁₇NO₂
• Molecular Weight: 267.32
• EINECS: 246-447-7
• Product Categories: pharmacetical
• Mol File: 24758-49-4.mol
• Article Data: 33

Chemical Properties

• Melting Point: 142-145 °C
• Boiling Point: 410.51°C (rough estimate)
• Flash Point: 226.3 °C
• Appearance: /
• Density: 1.0690 (rough estimate)
• Vapor Pressure: 2.62E-08mmHg at 25°C
• Refractive Index: 1.5400 (estimate)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-MORPHOLINOBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-MORPHOLINOBENZOPHENONE(24758-49-4)
• EPA Substance Registry System: 4-MORPHOLINOBENZOPHENONE(24758-49-4)

Safety Data

• Hazard Codes: N
• Statements: 50
• Safety Statements: 24/25-61
• Hazardous Substances Data: 24758-49-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H17NO2/c19-17(14-4-2-1-3-5-14)15-6-8-16(9-7-15)18-10-12-20-13-11-18/h1-9H,10-13H2

Upstream product

• 110-91-8 morpholine 
• 124643-34-1 p-benzoylphenyl triflate 
• 105728-68-5 2-<4-(4-Morpholinyl)phenyl>-2-phenyl-1,3-dithian 
• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 345-83-5 4-fluorobenzophenone 
• 134-85-0 4-chlorobenzophenone 
• 92-53-5 4-Phenylmorpholine 
• 1137-42-4 4-Hydroxybenzophenone 
• 98-88-4 benzoyl chloride 
• 131086-39-0 4-benzoylphenyl 4-methylbenzenesulfonate 
• 30483-75-1 4-bromophenyl-morpholine 
• 100-47-0 benzonitrile 
• 19202-04-1 N-(4-chlorobenzoyl)morpholine 
• 591-51-5 phenyllithium 

Downstream Products

• 307927-02-2 4-morpholino-4'-pyrrolidinotriphenylmethanol 
• 307927-04-4 4-morpholino-4'-piperidinotriphenylmethanol 
• 307926-99-4 4-diethylamino-4'-morpholinotriphenylmethanol 
• 632-51-9 1,1,2,2-tetraphenylethylene 
• 203318-84-7 2-(4-morpholinophenyl)-2-phenyl-5-methyl-7,9-dimethoxy-[2H]-naphtho[1,2-b]pyran 
• 194940-93-7 1-phenyl-1-(4-morpholin-4-yl)phenyl-prop-2-yn-1-ol 

Relevant articles and documents

Synthesis of biaryl ketones by arylation of Weinreb amides with functionalized Grignard reagents under thermodynamic controlvs.kinetic control ofN,N-Boc2-amides

A highly efficient method for chemoselective synthesis of biaryl ketones by arylation of Weinreb amides (N-methoxy-N-methylamides) with functionalized Grignard reagents is reported. This protocol offers rapid entry to functionalized biaryl ketones after Mg/halide exchange with i-PrMgCl·LiCl under operationally-simple and practical reaction conditions. The scope of the method is highlighted in >40 examples, including bioactive compounds and pharmaceutical derivatives. Collectively, this transition-metal-free approach offers a major advantage over the recently established cross-coupling of amides by oxidative addition of N-C(O) bonds. Considering the utility of amide acylation reactions in modern synthesis, we expect that this method will be of broad interest.

Kinetically Controlled, Highly Chemoselective Acylation of Functionalized Grignard Reagents with Amides by N?C Cleavage

The direct transition-metal-free acylation of amides with functionalized Grignard reagents by highly chemoselective N?C cleavage under kinetic control has been accomplished. The method offers rapid and convergent access to functionalized biaryl ketones through transient tetrahedral intermediates. The direct access to functionalized Grignard reagents by in situ halogen–magnesium exchange promoted by the versatile turbo-Grignard reagent (iPrMgCl?LiCl) permits excellent substrate scope with respect to both the amide and Grignard coupling partners. These reactions enable facile, operationally simple and chemoselective access to tetrahedral intermediates from amides under significantly milder conditions than chelation-controlled intermediates. This novel direct two-component coupling sets the stage for using amides as acylating reagents in an alternative paradigm to the metal-chelated approach, acyl metals and Weinreb amides.

One-pot, modular approach to functionalized ketones via nucleophilic addition/Buchwald-Hartwig amination strategy

A general one-pot procedure for the 1,2-addition of organolithium reagents to amides followed by the Buchwald-Hartwig amination with in situ released lithium amides is presented. In this work amides are used as masked ketones, revealed by the addition of organolithium reagents which generates a lithium amide, suitable for subsequent Buchwald-Hartwig coupling in the presence of a palladium catalyst. This methodology allows for rapid, efficient and atom economic synthesis of aminoarylketones in good yields.