256475-07-7

Basic information

• Product Name: Methanone, (2-methoxyphenyl)[4-(trifluoromethyl)phenyl]-
• Synonyms: Methanone, (2-methoxyphenyl)[4-(trifluoromethyl)phenyl]-;2-methoxyphenyl 4-trifluoromethylphenyl methanone
• CAS NO: 256475-07-7
• Molecular Formula: C15H11F3O2
• Molecular Weight: 280.246
• Mol File: 256475-07-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Methanone, (2-methoxyphenyl)[4-(trifluoromethyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, (2-methoxyphenyl)[4-(trifluoromethyl)phenyl]-(256475-07-7)
• EPA Substance Registry System: Methanone, (2-methoxyphenyl)[4-(trifluoromethyl)phenyl]-(256475-07-7)

Safety Data

• Hazardous Substances Data: 256475-07-7(Hazardous Substances Data)

Usage

Preparation

btained by reaction of 2-methoxyphenylmagnesium bromide with –4-(trifluoromethyl)-benzaldehyde in THF at 0° for 3 h.

Upstream product

• 5720-06-9 2-Methoxyphenylboronic acid 
• 106376-16-3 p-trifluoromethylbenzoic acid phenyl ester 
• 578-57-4 2-bromoanisole 
• 116332-61-7 N-methoxy-N-methyl-4-trifluoromethylbenzamide 
• 529-28-2 4-iodoanisol 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 199620-14-9 chromium⁽⁰⁾ hexacarbonyl 
• 329-15-7 4-trifluoromethyl-phenyl acetyl chloride 
• 201230-82-2 carbon monoxide 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 455-24-3 4-trifluoromethylbenzoic acid 
• 100-66-3 methoxybenzene 
• 130250-62-3 2-methoxy-N-methoxy-N-methylbenzamide 

Downstream Products

• 34450-48-1 (2-hydroxyphenyl)[4-(trifluoromethyl)phenyl]methanone 
• 1312211-01-0 C₁₈H₁₇F₃O₂ 
• 1312210-82-4 C₁₈H₁₅F₃O₂ 

Relevant articles and documents

(2-Ethylhexyl)sodium: A Hexane-Soluble Reagent for Br/Na-Exchanges and Directed Metalations in Continuous Flow

We report the on-demand generation of hexane-soluble (2-ethylhexyl)sodium (1) from 3-(chloromethyl)heptane (2) using a sodium-packed-bed reactor under continuous flow conditions. Thus, the resulting solution of 1 is free of elemental sodium and therefore suited for a range of synthetic applications. This new procedure avoids the storage of an alkylsodium and limits the handling of metallic sodium to a minimum. (2-Ethylhexyl)sodium (1) proved to be a very useful reagent and undergoes in-line Br/Na-exchanges as well as directed sodiations. The resulting arylsodium intermediates are subsequently trapped in batch with various electrophiles such as ketones, aldehydes, Weinreb-amides, imines, allyl bromides, disulfides and alkyl iodides. A reaction scale-up of the Br/Na-exchange using an in-line electrophile quench was also reported.

2-Methyltetrahydrofuran (2-MeTHF): A Green Solvent for Pd?NHC-Catalyzed Amide and Ester Suzuki-Miyaura Cross-Coupling by N?C/O?C Cleavage

The palladium-NHC-catalyzed (NHC=N-heterocyclic carbene) Suzuki-Miyaura cross-coupling of amides and esters via highly chemoselective N?C(O) and O?C(O) cleavage with aryl boronic acids using green, sustainable and eco-friendly 2-methyltetrahydrofuran (2-MeTHF) is reported. A variety of amides and aryl esters were coupled with aryl boronic acids in high to excellent yields. This method employs commercially-available, air- and moisture-stable Pd(II) ?NHC precatalysts. Crucially, the use of 2-MeTHF leads to the highest TON reported to date in amide N?C(O) bond cross-coupling. This operationally-simple protocol was utilized in the synthesis a bioactive ketone intermediate, emphasizing the potential of 2-MeTHF as a green solvent in unconventional amide bond disconnection. Given the tremendous importance of amide bond cross-coupling strategies and the drive to maintain full sustainability in cross-coupling processes, we expect that the synthetic method will be of broad interest.

Photochemically promoted transition metal-free cross-coupling of acylsilanes with organoboronic esters

Intermolecular carbon-carbon bond formation between acylsilanes and organoboronic esters was achieved by photoirradiation under almost neutral, transition metal-free conditions. In this reaction, siloxycarbenes generated by photoisomerization of acylsilanes reacted with boronic esters to give the formal B-C bond insertion intermediates, which underwent unique rearrangement to afford the cyclic α-alkoxyboronic esters. Acidic treatment of the resulting crude products under air furnished the cross-coupled ketones in good yields.