6976-69-8

Usage

InChI:InChI=1/C11H14O2/c1-3-8-13-11(12)10-6-4-9(2)5-7-10/h4-7H,3,8H2,1-2H3

Upstream product

• 71-23-8 propan-1-ol 
• 99-94-5 p-Toluic acid 
• 104-87-0 4-methyl-benzaldehyde 
• 589-18-4 4-Methylbenzyl alcohol 
• 4160-52-5 1-(4-methylphenyl)butan-1-one 
• 124-38-9 carbon dioxide 
• 13688-78-3 trifluoro-4-methylphenylsilane 
• 107-08-4 1-iodo-propane 
• 619-55-6 para-methylbenzamide 
• 192935-78-7 3-phenyl-1-(2-(p-tolylethynyl)phenyl)prop-2-yn-1-ol 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 91967-70-3 4-methylbenzyl propyl ether 

Relevant academic research and scientific papers

Synthesis of Esters by Functionalisation of CO2

The invention relates to a method for (I) producing a carboxylic ester of formula (I). Said method comprises the steps of: a) bringing an organosilane/borane of formula Si or B into contact with CO2, in the presence of a catalyst and an electrophilic compound of formula (III), the groups R1, R2, R3, R4, R5, Y, and M′ being as defined in claim 1; and optionally b) recovering the compound of formula (I) produced.

Method for synthesizing aromatic acid ester

The invention relates to a method for synthesizing aromatic acid ester. Corresponding aromatic acid ester is synthesized from aromatic acid and lower carbon alcohol used as raw materials with a catalytic esterification means through an esterification reaction performed by efficiently catalyzing aromatic acid and lower carbon alcohol with a solid acid catalyst with the surface modified with a sulfonic acid group and immobilized with an imidazole acid ionic liquid at a certain temperature. The catalytic reaction operation is simple, the selectivity of the aromatic ester product can reach 99% or above when aromatic acid is completely converted, and the catalyst has good hydrothermal stability and reusability.

Efficient Baeyer-Villiger electro-oxidation of ketones with molecular oxygen using an activated carbon fiber electrode in ionic liquid [bmim][OTf]

A new and efficient method for the synthesis of lactones and esters involving the application of an molecular oxygen-based electro-catalytic oxidation system and ionic liquid [bmim][OTf] as electrolyte has been developed. The reaction between various ketones with molecular oxygen proceeds in a three-electrode cell under constant current conditions in [bmim][OTf] at room temperature to give the corresponding esters and lactones in good to excellent isolated yield. Additionally, the possible mechanism of Baeyer-Villiger oxidation of ketones in the electro-catalytic system is proposed.

Palladium-catalysed oxidative cross-esterification between two alcohols

A simple palladium-catalysed oxidative cross-coupling between two different alcohols was developed. Various benzylic alcohols could couple with aliphatic alcohols in excellent yields. The use of benzyl chloride as the oxidant and the amount of aliphatic alcohol were both important for achieving the reaction selectivity.

Efficient and simple approaches towards direct oxidative esterification of alcohols

The present article describes novel oxidative protocols for direct esterification of alcohols. The protocols involve successful demonstrations of both "cross" and "self" esterification of a wide variety of alcohols. The cross-esterification proceeds under a simple transition-metal-free condition, containing catalytic amounts of TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy)/TBAB (tetra-n-butylammonium bromide) in combination with oxone (potassium peroxo monosulfate) as the oxidant, whereas the self-esterification is achieved through simple induction of Fe(OAc)2/dipic (dipic=2,6-pyridinedicarboxylic acid) as the active catalyst under an identical oxidizing environment. One-pot oxidative esterification: A wide variety of alcohols undergo transition-metal-free (in the presence of oxone/2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO)/tetra-n-butylammonium bromide (TBAB)) selective "cross" esterification in moderate to excellent yields (see Figure). The "self" esterification process has however been achieved in the presence of Fe(OAc)2/2,6-pyridinedicarboxylic acid (dipic) as the active catalytic species under a similar oxidizing environment.

Facile and efficient gold-catalyzed aerobic oxidative esterification of activated alcohols

A facile and efficient methodology is presented for the direct oxidative esterification of alcohols with alcohols catalyzed by NaAuCl4. Just in the presence of a low catalytic amount of base additive, the newly developed catalytic system proceeds with high selectivity and broad substrate scope under mild conditions with dioxygen or air as the environmentally benign terminal oxidant. Various alcohols including benzylic and allylic alcohols were smoothly reacted with methanol and even with long-chain aliphatic alcohols, affording the desired products in good to excellent yields (up to 95% yield). The present system showed high catalytic activity with a TOF up to 219 h-1. Kinetic studies of the reaction process provide fundamental insights into the catalytic pathway, and a possible reaction pathway was proposed based on the results of the control experiments. XPS, TEM, and UV-vis were carried out to characterize the chemical state of the Au catalyst in the present catalytic system. The results indicate that the Au nanoparticles were generated in situ and supported on K2CO3, forming a simple, recyclable and selective catalyst system for the direct oxidative esterification of alcohols. the Partner Organisations 2014.

Combined catalytic system of scandium triflate and boronic ester for amide bond cleavage

We have found that the combination of scandium with boronic ester enables the cleavage of amide bonds. Primary amides were converted to the corresponding esters in the presence of catalytic amounts of scandium triflate and boronic ester under mild and neutral conditions. This unique catalytic system can be applied to the deprotection of acetylaniline derivatives. In addition, control NMR experiments were carried out to examine the effect of the boronic esters. Copyright

Manganese phthalocyanine immobilized on silica gel: Efficient and recyclable catalyst for single-step oxidative esterification of aldehydes with alcohols

The functionalization of silica gel was carried out using 3-aminopropyltriethoxysilane as a reactive surface modifier followed by covalent grafting of novel tetrakis-(2-methoxy-4-formylphenoxy)phthalocyaninato manganese(III) acetate complex. The resulting inorganic-organic hybrid material was found to be a highly selective and recyclable catalyst for the single-step synthesis of esters. The catalyst was characterized by elemental analysis (CHN), diffuse reflectance UV-visible, 13C CPMAS and 29Si CPMAS NMR spectroscopy, X-ray diffraction (XRD), scanning electron microscopy (SEM), BET surface area analysis, energy dispersive X-ray fluorescence (ED-XRF), Fourier-transform infrared (FT-IR) and atomic absorption spectroscopy (AAS) techniques, which demonstrates the covalent grafting of the complex onto functionalized silica gel. The catalytic performance of the novel inorganic-organic hybrid catalyst was evaluated in the direct oxidative esterification of aldehydes with alcohols, at ambient temperature, using hydrogen peroxide as an environment friendly oxidant. The hybrid catalyst presented up to 100% of substrate conversion with high turn-over numbers (TONs), up to 100% of selectivity toward the ester product, and can be recovered and reused for multiple cycles without appreciable loss in its catalytic activity.

Solvent-free esterification of carboxylic acids and alcohols in the presence of silphos [PCl3-n(SiO2)n] as a heterogeneous phosphine reagent

An efficient solvent-free method for the preparation of esters from various aromatic and aliphatic acids with primary, secondary, and tertiary alcohols using a heterogeneous phosphine reagent, silphos [PCl3-n(SiO 2)n], in good yields is reported.

Highly regioselective synthesis of 1,3-diiodonaphthalene derivatives via a sequential cascade iodocyclization

A novel and flexible sequentially cascade iodocyclization for the synthesis of highly substituted 1,3-diiodinated naphthalene derivatives in up to 99% yield under mild conditions is reported. The dihalogenated moiety can be readily introduced into the naphthalenes in a position that is usually not easily functionalized.