136272-08-7

Upstream product

• 94-17-7 bis(4-chlorobenzoyl)peroxide 
• 110-56-5 1,4-dichlorobutane 
• 122-01-0 4-chloro-benzoyl chloride 
• 109-99-9 tetrahydrofuran 

Downstream Products

• 1352060-72-0 δ-cyanobutyl 4-chlorobenzoate 

Relevant academic research and scientific papers

Use of magnesium (turnings) as a powerful catalyst for the o-acylative cleavage of tetrahydrofuran

In a short reaction time, acyl chlorides and dry tetrahydrofuran react in the presence of a catalytic amount of magnesium turnings (Mg) at 25 °C to give 4-chlorobutyl esters in excellent yields. Copyright

Simple and efficient method for the synthesis of δ-chloroesters from tetrahydrofuran and acyl chlorides in the presence of catalytic iodine

Acyl chlorides and dry tetrahydrofuran (THF) in the presence of catalytic amounts of iodine at 25°C give δ-chloroesters in excellent yields. Copyright Taylor & Francis Group, LLC.

Synthesis of chloroesters by the reaction of ethers with acyl chlorides catalyzed by ZnO

An efficient method for the synthesis of chloroesters by the reaction of ethers with acyl chlorides catalyzed by nano-ZnO under solvent-free condition at room temperature was described. The method is compatible with a range of ethers including tricyclic ethers, tetracyclic ethers, pentacyclic ethers and hexacyclic ethers and have afforded the products with moderate to good yields. The ZnO could be reused up to three times and the product yield after three cycles is 87%.

Synthesis, in silico study and antimicrobial activity of new piperine derivatives containing substituted δ-esters

A series of fifteen new piperine-derived diesters was synthesized through the substitution reaction between the salt of piperic acid, obtained through piperine basic hydrolysis, with the δ-chloro-esters, obtained through the cleavage of tetrahydrofuran (THF) with acyl chlorides in the presence of ZnCl2. The final compounds were obtained with yields ranging from 50 to 84% and were characterized by infrared (IR) and 1H and 13C nuclear magnetic resonance spectroscopy (NMR). The new compounds were evaluated in silico in regard to their ADME (absorption, distribution, metabolism, and excretion) properties, and in vitro for their antimicrobial activity against bacteria strains (Staphylococcus aureus and Pseudomonas aeruginosas), yeast fungi (Candida albicans and C. tropicalis) and filamentous fungi (Aspergillus fumigatus, A. flavus and A. niger). The results from the in silico studies of Lipinski's rule of five showed that most compounds present good pharmacological possibilities, and the results from in vitro antimicrobial activity showed that 8 of the 15 synthesized compounds displayed antimicrobial activity, inhibiting the growth of 40-80% of tested strains, with a minimum inhibitory concentration (MIC) interval ranging from 1024 to 256 μg mL-1

Palladium(II) acetate catalyzed acylative cleavage of cyclic and acyclic ethers under neat conditions

During the development of a palladium catalyzed C–H activation cross-coupling reaction involving acyl halides, it was noted that palladium(II) acetate catalyzes the acylative cleavage of tetrahydrofuran (used as a solvent) at room temperature to afford the corresponding 4-chlorobutyl ester derivative. After optimization, the reaction was shown to work well with epoxides, oxetane and tetrahydrofuran, but only barely with oxanes at room temperature. Acyclic ethers systematically failed to react under similar conditions, but underwent complete conversion in a microwave reactor at 100 °C.

Copper-catalyzed Csp3-O cross-coupling of unactivated alkyl halides with organic peroxides

An efficient Cu-catalyzed Csp3-O coupling of peroxides with haloalkanes is described. High yields of products were achieved under mild conditions. Significantly, in addition to primary alkyl halides, secondary alkyl halogenated hydrocarbons could also be applied to this system. The new reaction system could tolerate a wide range of organic peroxides.

Synthesis of δ- And ε-cyanoesters by zinc-catalyzed ring-opening of cyclic ethers with acid chlorides and subsequent cyanation

In the present study, the zinc-catalyzed cleavage of cyclic ethers with acid halides as nucleophiles to yield chloroesters with different chain length has been investigated in detail. In the presence of straightforward and commercially available zinc salts as pre-catalysts excellent yields and selectivities were feasible. After studying the reaction conditions and the scope of the method, several efforts were carried out to understand the reaction mechanism. The obtained chloroesters were subsequently converted to δ- and ε-cyano esters, which are useful precursors in natural product synthesis. Graphical Abstract: [Figure not available: see fulltext.]

Rhenium complex-catalyzed acylative cleavage of ethers with acyl chlorides

It was found that rhenium complex was an efficient catalyst for the acylative cleavage of C-O bond of ethers with acyl chlorides. When acyclic ethers were allowed to react with acyl chlorides in the presence of a catalytic amount of ReBr(CO)5, acylative cleavage of C-O bond of acyclic ethers smoothly proceeded to give the corresponding esters in moderate to good yields. Similarly, cyclic ethers were acylative cleaved by acyl chlorides to give the corresponding chloro substituted esters in good yields by the use of Re 2O7 catalyst.

Studies on organolanthanide complexes XXXVII. Reaction of dicyclopentadienylyttrium chloride with acyl chlorides in tetrahydrofuran. Acylative cleavage of the Cp-Y ?-bond and tetrahydrofuran ring

Dicyclopentadienylyttrium chloride reacts with aromatic and aliphatic acid chlorides in tetrahydrofuran at room temperature, resulting in cleavage of the Cp-Y ?-bond to produce 1,5-diacylcyclopentadienes, and the acylative ring-opening of tetrahydrofuran.A possible reaction mechanism is proposed.