1577210-89-9

Upstream product

• 122-97-4 3-Phenyl-1-propanol 
• 115262-01-6 [bromo(difluoro)methyl]-trimethyl-silane 
• 1493-03-4 iododifluoromethane 
• 75-45-6 Chlorodifluoromethane 
• 104-64-3 3-phenyl-1-propanol formate ester 
• 4620-66-0 γ-Phenylpropyl-dichlormethylether 

Relevant academic research and scientific papers

Direct Difluoromethylation of Alcohols with an Electrophilic Difluoromethylated Sulfonium Ylide

A general method for the formation of alkyl difluoromethylethers under mild reaction conditions and with good functional-group tolerance was developed. The development of the method was based on the invention of a stable, electrophilic, difluoromethylating reagent, difluoromethyl-(4-nitrophenyl)-bis(carbomethoxy) methylide sulfonium ylide, which was synthesized by reaction of the easily available 4-nitrophenyl (difluoromethyl)thioether and dimethyl diazomalonate in the presence of a rhodium catalyst.

Synthesis of S,S,O-orthoesters and 1,1-difluoroalkyl ethers via reaction of peroxides with lithiated 1,3-dithianes

Alkyl tetrahydropyranyl peroxides (ROOTHP) transfer alkoxide (OR) to lithiated 1,3-dithianes. The derived S,S,O-orthoesters undergo fluorodesulfurization with HF/pyridine and N-bromosuccinamide (NBS) to furnish difluoromethyl ethers. The overall protocol can be applied to synthesis of both terminal (ROCF2H) and internal (ROCF2R′) ethers. Application of the same set of reactions to a lithiated tris(alkylthio)alkane is shown to generate a trifluoromethyl ether. (Chemical Equation Presented).

Difluoromethylation of alcohols with TMSCF2Br in water: A new insight into the generation and reactions of difluorocarbene in a two-phase system

Although many difluorocarbene-involved reactions can be performed in the presence of water, the reaction of difluorocarbene using water as the only reaction medium is rare. By using TMSCF2Br as a unique difluorocarbene reagent and KHF2 as a mild activator, the difluoromethylation of liquid alcohols in water is described. This research not only develops an environmentally benign process for the synthesis of difluoromethyl ethers, but also provides a new insight into the generation and reactions of difluorocarbene in an oil-water two-phase system.

Facile difluoromethylation of aliphatic alcohols with an: S -(difluoro-methyl)sulfonium salt: Reaction, scope and mechanistic study

A facile and practical approach for the difluoromethylation of aliphatic alcohols with an S-(difluoromethyl)sulfonium salt was developed. A wide variety of alcohols with broad functional groups are compatible to furnish the corresponding alkyl difluoromethyl ethers in good to excellent yields under mild reaction conditions. Control experiments and DFT computational studies suggest that the difluoromethylation of alcohols mainly proceeds via a difluorocarbene pathway involving a five-membered transition state with the participation of water, whose crucial role in this reaction was also elucidated by control experiments.

Synthetic method for alkyl difluoromethyl ether compound

The invention discloses a synthetic method for an alkyl difluoromethyl ether compound with convenience, high efficiency, mild conditions, high universality and high operability, and having the advantage of conveniently constructing a difluoromethoxy structure (OCF2H) in the later stage of total synthesis of target molecules. The synthetic method for the alkyl difluoromethyl ether compound is characterized by comprising a difluoromethyl etherification reaction of fatty alcohols and a difluoromethyl etherification reaction of mercaptan: the reagent used in the difluoromethyl etherification reaction of the fatty alcohols is as shown in the formula or an analogue of the formula; and the reagent used in the difluoromethyl etherification reaction of mercaptan is as shown in the formula or an analogue of the formula.

Difluoro methylation reagent, preparation method and application thereof (by machine translation)

The present invention discloses a two-trifluoromethylation of the reagent, preparation method and application thereof. The invention [...] methylation reagent preparation process is simple, high yield; and the reagent can be a more moderate, high-efficiently the sulfonic acid, alcohol, carbonyl and on the α carbon atom of the difluoromethyl. (by machine translation)

Three step procedure for the preparation of aromatic and aliphatic difluoromethyl ethers from phenols and alcohols using a chlorine/fluorine exchange methodology

Difluoromethyl ethers are prepared from phenols in three steps via their respective formate ester derivatives. The formates are first converted to dichloromethyl ethers by treatment with PCl5. These ethers are then induced to undergo chlorine/fluorine exchange to form the respective difluoromethyl ethers. The chlorine/fluorine exchange is carried out by either a room temperature, solvolytic process using THF-5HF or Et3N-3HF as exchange medium, where HF is the ultimate source of fluorine, or by a direct displacement process in sulfolane at 125 C, where KF is the source of fluorine. By one or another of these processes, virtually all phenols, electron-rich and electron-poor, can be converted to their respective difluoromethyl ethers in good yields. Aliphatic alcohols are also able to be converted to their difluoromethyl ether derivatives using the Et3N-3HF exchange medium.