4962-28-1

Upstream product

• 7509-05-9 phosphoric acid-(4-methoxy-2,5-dimethyl-phenyl ester)-dimethyl ester 
• 6745-75-1 2,5-dimethyl-p-anisaldehyde 
• 117174-70-6 4-methoxy-2,5-dimethylaniline 
• 3139-06-8 1-methoxy-2,5-dimethyl-4-nitrobenzene 
• 67-66-3 chloroform 
• 10028-15-6 ozone 
• 58106-25-5 1-bromo-4-methoxy-2,5-dimethylbenzene 
• 3096-64-8 N-(2,5-dimethylphenyl)hydroxylamine 
• 137-18-8 2,5-Dimethyl-1,4-benzoquinone 
• 615-90-7 2,5-dimethylhydroquinone 
• 77-78-1 dimethyl sulfate 
• 121-45-9 phosphorous acid trimethyl ester 
• 67-56-1 methanol 
• 1198-37-4 2,4-dimethylquinoline 

Downstream Products

• 615-90-7 2,5-dimethylhydroquinone 
• 104129-40-0 2,5-dimethoxy-3,6-dimethylbenzaldehyde 
• 91244-98-3 1-chloromethyl-2,5-dimethoxy-3,6-dimethylbenzene 
• 906477-66-5 2,5-dimethyl-3-[(4-trifluoromethylphenoxy)methyl]-6-pyrrolidino-2,5-cyclohexadiene-1,4-dione 
• 906477-65-4 2,5-dimethyl-3-[(4-cyanophenoxy)methyl]-6-pyrrolidino-2,5-cyclohexadiene-1,4-dione 
• 863705-28-6 2-[(4-cyanobenzoyloxy)methyl]-3,6-dimethyl-5-pyrrolidino-2,5-cyclohexadiene-1,4-dione 
• 863705-21-9 2-[(phenylacetyloxy)methyl]-3,6-dimethyl-5-pyrrolidino-2,5-cyclohexadiene-1,4-dione 
• 863705-20-8 2-[(benzoyloxy)methyl]-3,6-dimethyl-5-pyrrolidino-2,5-cyclohexadiene-1,4-dione 
• 863705-15-1 2,5-dimethyl-3-(phenoxymethyl)-6-pyrrolidino-2,5-cyclohexadiene-1,4-dione 
• 863705-25-3 2-(hydroxymethyl)-3,6-dimethyl-5-pyrrolidino-2,5-cyclohexadiene-1,4-dione 
• 863705-26-4 1-(phenoxymethyl)-2,5-dimethoxy-3,6-dimethylbenzene 
• 863705-27-5 2,5-dimethyl-3-(phenoxymethyl)-2,5-cyclohexadiene-1,4-dione 
• 863705-23-1 2-hydroxy-5-methoxy-3,6-dimethylbenzenemethanol 
• 327615-03-2 2,5-dimethoxy-3,6-dimethylbenzenemethanol 

Relevant academic research and scientific papers

AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS

In one aspect, the present disclosure provides methods of preparing a primary or secondary amine and hydroxylated aromatic compounds. In some embodiments, the aromatic compound may be unsubstituted, substituted, or contain one or more heteroatoms within the rings of the aromatic compound. The methods described herein may be carried out without the need for transition metal catalysts or harsh reaction conditions.

Rapid heteroatom transfer to arylmetals utilizing multifunctional reagent scaffolds

Arylmetals are highly valuable carbon nucleophiles that are readily and inexpensively prepared from aryl halides or arenes and widely used on both laboratory and industrial scales to react directly with a wide range of electrophiles. Although C-C bond formation has been a staple of organic synthesis, the direct transfer of primary amino (-NH2) and hydroxyl (-OH) groups to arylmetals in a scalable and environmentally friendly fashion remains a formidable synthetic challenge because of the absence of suitable heteroatom-transfer reagents. Here, we demonstrate the use of bench-stable N-H and N-alkyl oxaziridines derived from readily available terpenoid scaffolds as efficient multifunctional reagents for the direct primary amination and hydroxylation of structurally diverse aryl- and heteroarylmetals. This practical and scalable method provides one-step synthetic access to primary anilines and phenols at low temperature and avoids the use of transition-metal catalysts, ligands and additives, nitrogen-protecting groups, excess reagents and harsh workup conditions.

Palladium-catalyzed hydroxylation of aryl and heteroaryl halides enabled by the use of a palladacycle precatalyst

A method for the hydroxylation of aryl and heteroaryl halides, promoted by a catalyst based on a biarylphosphine ligand tBuBrettPhos (L5) and its corresponding palladium precatalyst (1), is described. The reactions allow the cross-coupling of both potassium and cesium hydroxides with (hetero)aryl halides to afford a variety of phenols and hydroxylated heteroarenes in high to excellent yield.

Photochemical Nucleophilic Substitution Reactions of Methyl Substituted Derivatives of p- and o-Nitroanisole

Photosubstitution reactions of several methyl substituted derivatives of p- and o-nitroanisole with hydroxide ion were investigated.The methyl substituent seemed to show an uncertain (probably electronic) effect in addition to the steric effect for the replacement of both the methoxy and the nitro groups.Mainly, the replacement reaction of the nitro group is discussed.