3395-82-2

Usage

InChI:InChI=1/C13H20O2/c1-13(2,3)11-8-6-10(7-9-11)12(14-4)15-5/h6-9,12H,1-5H3

Upstream product

• 67-56-1 methanol 
• 98-51-1 4-tert-butyltoluene 
• 88001-42-7 benzyl 2-methoxypyrrolidine-1-carboxylate 
• 100-52-7 benzaldehyde 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 115-11-7 isobutene 
• 939-97-9 4-tert-Butylbenzaldehyde 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 120254-43-5 3-[(4-tert-Butyl-phenyl)-methoxy-methyl]-2-methoxy-tetrahydro-pyran 
• 26537-19-9 methyl 4-tert-butylbenzoate 
• 104865-87-4 trimethyl 4-tert-butylorthobenzoate 
• 120254-49-1 p-tert-butylphenylpropanal 
• 1434139-85-1 (E)-ethyl 5-(4-tert-butylphenyl)-3,5dimethoxypent-2-enoate 
• 149550-23-2 2-(4-(tert-butyl) benzylidene) malononitrile 
• 18127-01-0 3-(4-tert-butylphenyl)propionaldehyde 

Relevant academic research and scientific papers

Method for synthesizing 4-tert-butyl benzaldehyde

The invention discloses a method for synthesizing 4-tert-butyl benzaldehyde and belongs to the technical field of organic synthesis. The method comprises the steps of subjecting benzaldehyde and triorthoformate to a reaction to produce benzaldehyde acetal, then, subjecting the benzaldehyde acetal and isobutene to a sealed reaction in the presence of a catalyst, and carrying out acid quenching, thereby obtaining the 4-tert-butyl benzaldehyde. According to the method, the 4-tert-butyl benzaldehyde is obtained through adopting benzaldehyde protection, then, firstly, becoming an electron donatingorientating group, and then, prompting selective localization of the isobutene by employing an appropriate catalyst; and a ratio of a 2-tert-butyl benzaldehyde isomer to the product is smaller than 1:14, and after the reaction ends up, the process is applicable to industrialized large-scale production.

Preparation method of P-tert-butylphenylpropionaldehyde

The invention relates to a preparation method of p-tert-butyl phenylpropionaldehyde. The preparation method comprises the following steps: subjecting p-tert-butylbenzaldehyde, alkyl orthoformate and afirst catalyst to mixing and a reaction, then adding vinyl ether, carrying out mixing and a reaction, then adding a second catalyst and a second solvent, performing a hydrolysis reaction, and finallysubjecting obtained supernatant containing a reaction product to catalytic hydrogenation to obtain p-tert-butylphenylpropionaldehyde. Through selection of a specific catalyst, the multi-step reactions of the method provided by the invention can be continuously carried out; separation and extraction of an intermediate product are not needed; the multi-step reactions can be realized in one reactionsystem; according to a technical scheme provided by the invention, the product is prepared from the raw materials through one-pot reactions, and reaction conditions are mild; and the obtained p-tert-butylphenylpropionaldehyde has a content of 70% or above, is colorless transparent oily liquid, and can be directly used for essence preparation, and the highest yield can reach 93.1%.

P- tert-Butyl Groups Improve the Utility of Aromatic Protecting Groups in Carbohydrate Synthesis

Aromatic protective groups are widely used in carbohydrate synthesis owing to their numerous merits. However, they unpredictably make certain compounds insoluble in organic solvents owing to their π-stacking abilities. It was found that introducing a tert

PROCESS FOR PREPARING 2-METHYL-3-(4-TERT-BUTYLPHENYL)PROPANAL WITH HIGH PARA-ISOMER PURITY

The present invention relates to a process for preparing 2-methyl-3-(4-tert-butyl-phenyl)propanal with high para-isomer purity, and also to a process for preparing 4-tert-butylbenzaldehyde with high para-isomer purity.

Electrochemical deallylation of α-allyl cyclic amines and synthesis of optically active quaternary cyclic amino acids

Electrochemical oxidation of α-allylated and α-betizylated N-acylated cyclic amines by using a graphite anode easily affords the corresponding α-methoxylated products with up to 76% yield. Ease of oxidation was affected by the type of electrode, the size

Mechanistic and kinetic aspects of the direct electrochemical oxidation of 4-t-butyltoluene

The direct electrochemical oxidation of 4-t-butyltoluene at graphite electrodes in methanol, using NaClO4 as electrolyte, has been investigated in order to obtain an insight into the mechanism and kinetics of the anodic reactions taking place. It is shown that an increase in current density affects the product distribution, leading to a better yield of the target product 4-t-butylbenzaldehyde dimethyl acetal and a lower percentage of unknowns at the expense of an increase in electrical charge. It is suggested that oxidation takes place by two mechanisms: a direct one involving oxidation of the substrate at the electrode, and an indirect one where a pool of solvent radicals assists in the oxidation process. Further evidence is provided for reaction mechanisms in studies where the substrate loading is varied, and also where the ratio of substrate to solvent is varied; when the concentration of the substrate is high, there is evidence of the formation of dimers and other unknowns. Under certain conditions, these anodic reactions can be regarded as parallel consecutive second order reactions. The role played by the solvent is confirmed by kinetic data.

Anodic oxidation of 4-t-butyltoluene to 4-t-butylbenzaldehyde dimethyl acetal: optimisation and scale-up

The synthesis of 4-t-butylbenzaldehyde dimethyl acetal from 4-t-butyltoluene by means of direct anodic oxidation in methanolic solutions over graphite electrodes has been evaluated by using multi-factorial statistical methods. The results of three oxidation systems involving three different supporting electrolytes, namely sodium tetrafluoroborate, sodium perchlorate and sulphuric acid, were compared under optimised reaction conditions. Of the three systems investigated, H2SO4 gave the best results in terms of product yield and current efficiency, and this system was selected for scale-up in an ICI electrochemical laboratory processing unit. In the final scale-up experiment, 200 g of 4-t-butyltoluene were oxidised in 900 cm3 of methanol to give 86 percent 4-t-butylbenzaldehyde dimethyl acetal with a current efficiency of 85 percent. The results from the factorial experiments suggest the operation of two simultaneous mechanisms when using NaClO4 as supporting electrolyte. It is suggested that the two mechanisms involved are most probably the direct oxidation of the substrate at the anode, and an indirect mechanism involving the oxidation of the reaction solvent at the anode to give CH2OH radicals.

Anodic Oxidation of Isopropyl and Tert-Butylbenzenes. Synthetic Routes to Certain Cyclohexa-1,4-Dienes

The anodic methoxylation of p-cymene and p-tert-butyltoluene afforded side-chain methoxylated products as well as nuclear-addition products.For nuclear-addition products both cis/trans isomers are possible and in both cases the cis isomer is in higher proportion than the trans one.The anodic methoxylation of 1,4-di-tert-butylbenzene afforded only nuclear-addition products and the anodic methoxylation of 1,4-di-isopropylbenzene afforded only side-chain products.A probable mechanism is provided.

INDIRECT ELECTROCHEMICAL SIDE-CHAIN OXIDATION OF ALKYL AROMATIC COMPOUNDS - SELECTIVE SYNTHESIS OF METHYL BENZOATES OR ORTHOBENZOIC ACID TRIMETHYLESTERS

The technically important side-chain oxidation of alkyl aromatic compounds to form either methyl benzoates or orthobenzoic acid trimethylesters can be performed electrochemically at low potentials in methanol solution using an undivided cell and tris(2,4-dibromophenyl)amine as redox catalyst.Under neutral or slightly acidic conditions methyl benzoates are selectively formed while under basic conditions the orthoesters are predominating.In a similar way ortho benzoic acid trimethylesters are formed selectively starting from benzaldehyde dimethylacetals.The redox catalyst is stable under the reaction conditions so that several thousand cycles can be performed without noticeable loss.