7511-32-2

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 108-93-0 cyclohexanol 
• 62-23-7 4-nitro-benzoic acid 
• 108-85-0 1-bromocyclohexane 
• 953-91-3 cyclohexyl tosylate 
• 555-21-5 4-Nitrophenylacetonitrile 
• 3847-57-2 sodium 4-nitrobenzoate 
• 619-73-8 4-nitrobenzyl chloride 
• 110-59-8 pentanonitrile 
• 110-82-7 cyclohexane 
• 110-83-8 cyclohexene 

Relevant academic research and scientific papers

Synthesis and NMR spectroscopic conformational analysis of benzoic acid esters of mono- and 1,4-dihydroxycyclohexane, 4-hydroxycyclohexanone and the -ene analogue – The more polar the molecule the more stable the axial conformer

para-Substituted benzoic acid esters of cyclohexanol, 1,4-dihydroxycyclohexane, 4-hydroxy-cyclohexanone and of the corresponding exo-methylene derivative were synthesized and the conformational equilibria of the cyclohexane skeleton studied by low temperature 1H and 13C NMR spectroscopy. The geometry optimized structures of the axial/equatorial chair conformers were computed at the DFT level of theory. Only one preferred conformation of the ester group was obtained for both the axial and the equatorial conformer, respectively. The content of the axial conformer increases with growing polarity of the 6-membered ring moiety; hereby, in addition, the effect of sp2 hybridization/polarity of C(4)=O/C(4)=CH2 on the present conformational equilibria is critically evaluated. Another dynamic process could be studied, for the first time in this kind of compounds.

Preparation of fluorous Yamaguchi reagents and evaluation of their reactivity in esterification

Fluorous Yamaguchi (FY) reagents bearing a perfluoroalkyl chain were prepared and employed in esterification reactions; the yields were similar to those obtained with the traditional Yamaguchi (TY) reagent. Fluorous benzoic acids derived from the FY reagents were separated easily after the reaction. GC analysis revealed that the initial rates of reaction with the FY reagents were higher than those with the TY reagent. The acidities of benzoic acids produced from the FY and TY reagents were predicted by DFT to be similar (1.20 and 0.96, respectively).

On the understanding of BF3·Et2O-promoted intra- and intermolecular amination and oxygenation of unfunctionalized olefins

BF3·Et2O was found to be effective for both intra- and intermolecular amination and oxygenation of unfunctionalized olefins. In the presence of 3 equiv. of BF3·Et2O, intramolecular hydroamination of N-(pent-4-enyl)-p-toluenesulfonamides, N-(hex-5-enyl)-p-toluenesulfonamides, intermolecular hydroamination between sulfonamides and cyclohexene, norbornene or styrene, lactonization of pent-4-enoic acid or hex-5-enoic acid compounds and esterification of cyclohexene with different carboxylic acids all proceeded readily, leading to the corresponding amination or oxygenation products in up to 99% isolated yields. Preliminary NMR experiments and DFT calculations suggested that the intramolecular hydroamination reactions proceeded via a sulfonimidic acid intermediate (N=S-OH), and formation of the corresponding Bronsted acid HF or HBF4 was less likely.

Copper-catalyzed oxidative esterification of unactivated C(sp3)-H bonds with carboxylic acids via cross dehydrogenative coupling

An effective copper-catalyzed esterification of unactivated (non-benzylic and allylic) C(sp3)-H bonds of hydrocarbons with Selectfluor as an oxidant has been developed. This reaction could provide a direct, new and useful strategy for the synthesis of esters and alkyl alcohols by ester hydrolysis.

Ultrasound assisted direct oxidative esterification of aldehydes and alcohols using graphite oxide and Oxone

A sonochemical procedure for direct oxidative esterification of aldehydes and alcohols using graphite oxide and Oxone in an alcoholic solvent is described. Mild reaction conditions, short reaction times, cost-effectiveness, and facile isolation of the products make the present system as a practical method.

ACYLATION REACTION OF HYDROXYL GROUP

Disclosed is a selective ester production process of an alcoholic hydroxyl group, which proceeds under chemically mild conditions, while having adequate environmental suitability, operability and economical efficiency. Specifically disclosed is a process for producing an ester compound, which is characterized in that an alcohol and a carboxylic acid ester compound are reacted in the presence of a compound containing zinc element, thereby selectively acylating a hydroxyl group of the alcohol.

Triphenylphosphine oxide supported on non-cross-linked maleimide-styrene copolymer: application as a novel Hendrickson reagent

A new triphenylphosphine oxide reagent linked to a linear maleimide-styrene copolymer is synthesized. This phosphine-bound copolymer is converted to copolymer-supported triphenylphosphine ditriflate as a novel Hendrickson reagent by treatment with triflic anhydride. This reacts rapidly in various dehydration reactions such as anhydride, ester and amide formation. This linear and soluble support is also easily recovered and recycled several times without loss of efficiency.

Polar substituent effect of the ester group on conformational equilibria of O-mono-substituted cyclohexanes-the para-substituent effect in cyclohexyl benzoates

Together with the nonsubstituted reference compound, para-methoxy- and para-nitro cyclohexyl benzoates have been synthesized and their conformational equilibria studied by low temperature NMR spectroscopy and theoretical DFT calculations. The free energy differences ΔG° between axial and equatorial conformers were examined with respect to polar substituent influences on the conformational equilibrium of O-mono-substituted cyclohexane.

A simple procedure for the esterification of alcohols with sodium carboxylate salts using 1-tosylimidazole (TsIm)

An efficient and selective method for esterification of alcohols using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this method, alcohols are refluxed with a mixture of RCO2Na (R: alkyl and aryl), TsIm, and triethylamine in the presence of catalytic amounts of tetra-n-butylammonium iodide (TBAI) in DMF to afford the corresponding esters in good yields. This methodology is highly efficient for various structurally diverse alcohols with selectivity for ROH: 1° > 2° > 3°.

Effective esterification of carboxylic acids using (6-oxo-6H-pyridazin-1-yl)phosphoric acid diethyl ester as novel coupling agents

(6-Oxo-6H-pyridazin-1-yl)phosphoric acid diethyl esters (3) are efficient and selective coupling agents for equimolar esterification of carboxylic acids and alcohols. Esterification of aliphatic and aromatic carboxylic acids with aliphatic and aromatic alcohols using 3 afforded the corresponding esters chemoselectively in good to excellent yield.