875-59-2

Usage

Uses

Used in Pharmaceutical Industry:
4'-Hydroxy-2'-methylacetophenone is used as a synthetic intermediate for the preparation of morpholine ketone analogs, which are potent histamine H3 receptor inverse agonists with wake activity. These analogs have potential applications in the treatment of various neurological disorders and conditions related to sleep and wake regulation.

Preparation

Preparation by dealkylation of 4-hydroxy-2-methyl-5-iso-propylacetophenone with aluminium chloride in chlorobenzene at 50° (80%).

Upstream product

• 6921-64-8 4'-hydroxy-2'-methylacetophenone 
• 122-46-3 3-acetoxytoluene 
• 108-24-7 acetic anhydride 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 64-19-7 acetic acid 
• 108-39-4 3-methyl-phenol 
• 75-36-5 acetyl chloride 
• 140-39-6 1-acetoxy-4-methylbenzene 
• 24826-74-2 1-(4-methoxy-2-methylphenyl)ethanone 
• 64299-71-4 4-Phenylsulfinylpent-3-en-2-on 
• 59414-23-2 1-methoxy-3-<(trimethylsilyl)oxy>01,3-butadiene 
• 7705-08-0 iron(III) chloride 
• 10025-87-3 trichlorophosphate 
• 75-15-0 carbon disulfide 

Downstream Products

• 6921-64-8 4'-hydroxy-2'-methylacetophenone 
• 122-46-3 3-acetoxytoluene 
• 1123-94-0 4-ethyl-m-cresol 
• 101816-75-5 1-(4-hydroxy-2-methyl-phenyl)-ethanone oxime 
• 858213-46-4 2,3-bis-(4-hydroxy-2-methyl-phenyl)-butane-2,3-diol 
• 114001-10-4 bis-(5-acetyl-2-hydroxy-4-methyl-phenyl)-sulfide 
• 114001-16-0 bis-(5-acetyl-2-hydroxy-4-methyl-phenyl)-sulfoxide 
• 72698-81-8 1-(4-acetoxy-2-methyl-phenyl)-ethanone 
• 24826-74-2 1-(4-methoxy-2-methylphenyl)ethanone 
• 29336-53-6 4-hydroxy-2-methylphenylacetic acid 
• 81227-98-7 2'-methyl-4'-<2-<(2-phenylethyl)oxy>ethoxy>acetophenone 
• 1940-38-1 4-Hydroxy-α,α,2-trimethylbenzyl alcohol 
• 13481-69-1 3,5-dichloro-4-hydroxy-2-methylbenzoic acid 
• 166327-54-4 4-hydroxy-α,2-dimethylbenzenemethanol 

Relevant academic research and scientific papers

Catalytic wet air oxidation of m-cresol over a surface-modified sewage sludge-derived carbonaceous catalyst

Sewage sludge-derived carbonaceous materials (SW) treated with different kinds of acids were used as catalysts for catalytic wet air oxidation (CWAO) of m-cresol. The SW catalysts were characterized by XRF, XRD, FTIR, XPS and TPD-MS. The results showed that SW treated with HNO3 (HNO3-SW) exhibited the best catalytic activity. When the initial concentration of m-cresol was 5000 mg L-1, the conversion of m-cresol reached 99.0% with HNO3-SW after 90 min at 160 °C and 0.66 MPa oxygen. Continuous experiments were carried out for 8 d to investigate the durability and catalytic performance of HNO3-SW in CWAO reaction. Some correlation was observed between the conversion of m-cresol and the content of carboxyl groups, indicating that the carboxyl group might play a key role in determining the catalytic activity of SW catalysts in CWAO reaction. Based on the intermediate products identified by GC-MS, HPLC-MS, IC and HRMS analyses, the oxidation pathways of m-cresol in CWAO were proposed.

A new method for the facile synthesis of hydroxylated flavones by using allyl protection

The iodine-induced oxidative cyclization of 2′-hydroxychalcones provides a simple, highly efficient approach to various hydroxy flavones and analogues. This process is run under mild conditions, tolerates various functional groups, and provides hydroxy flavones in good to excellent yield. The allyl-protected acetophenones and benzaldehydes were smoothly deallylated under similar conditions.

The phase change storage element and its manufacturing method

Disclosed are a phase change RAM device and a method for fabricating a phase change RAM device, which can efficiently lower intensity of current required for changing a phase of a phase change layer. The method includes the steps of providing a semiconductor substrate formed with an insulating interlayer including a tungsten plug, forming a first oxide layer on the semiconductor substrate, forming a pad-type bottom electrode, which makes contact with the tungsten plug, in the first oxide layer, forming a second oxide layer on the first oxide layer including the bottom electrode, and forming a porous polystyrene pattern on the second oxide layer such that a predetermined portion of the second oxide layer corresponding to a center portion of the bottom electrode is covered with the porous polystyrene pattern.

Comparisons of O-acylation and Friedel-Crafts acylation of phenols and acyl chlorides and Fries rearrangement of phenyl esters in trifluoromethanesulfonic acid: Effective synthesis of optically active homotyrosines

Reactions involving phenol derivatives and acyl chlorides have to be controlled for competitive O-acylations and C-acylations (Friedel-Crafts acylations and Fries rearrangements) in acidic condition. The extent for these reactions in trifluoromethanesulfonic acid (TfOH), which is used as catalyst and solvent, is examined. Although diluted TfOH was needed for effective O-acylation, concentrated TfOH was required for effective C-acylations in mild condition. These results have been applied to the novel synthesis of homotyrosine derivatives. Both Fries rearrangement of N-TFA-Asp(OBn)-OMe and Friedel-Crafts acylation of phenol with N-TFA-Asp(Cl)-OMe in TfOH afforded the homotyrosine skeleton, followed by reduction and deprotection afforded homotyrosines maintaining stereochemistry of Asp as an optically pure form.

Improvement of Selectivity in the Fries Rearrangement and Direct Acylation Reactions by Means of P2O5/SiO2 Under Microwave Irradiation in Solvent-Free Media

P2O5/SiO2 was found to be an efficient new reagent for the Fries rearrangement of acyloxy benzene or naphthalene derivatives and the direct acylation reactions of phenol and naphthol derivatives with carboxylic acids. The reactions proceeded smoothly in the solid state and are highly selective methods for the preparation of the ortho isomers of hydroxyaryl ketones. Microwave irradiation improved the conversion yield to 85-100 percent and the high ortho-regioselectivity of these reactions provides an efficient and versatile procedure for obtaining o-hydroxyaryl ketones in 47-98 percent yield.

Thymol derivatives having anti-tumor activity, and anti-cancer agent comprising the same

The present invention relates to a thymol derivative represented by following Chemical Formula 1, pharmaceutically acceptable salts or esters thereof, and anti-cancer agents comprising the same as an active ingredient.

Microwave assisted Fries rearrangement on K 10 montmorillonite

An expeditious solvent free Fries rearrangement is described which occurs under mild conditions on K 10 montmorillonite using microwave radiations.

Modification of Photochemical Reactivity by Cyclodextrin Complexation: Product Selectivity in Photo-Fries Rearrangement

Cyclodextrin encapsulation, both in the solid state and in aqueous solution brings about a remarkable regulation of the photo-Fries rearrangement of phenyl esters and anilides.In comparison to the non-selective mixture of ortho and para-rearranged isomers along with the deacylated product obtained in organic solvents, the solid β-cyclodextrin complexes of unsubstituted esters and anilides show a remarkable 'ortho-selectivity'.An impressive 'regio-selectivity' among the two ortho-rearranged isomers is observed for meta-substituted esters and anilides upon irradiation as β-cyclodextrin complexes.Specific orientations of the unsubstituted and meta-substituted esters and anilides in the β-cyclodextrin cavity are suggested to be responsible for the observed selectivity.