39561-76-7

Upstream product

• 1835-02-5 2-Bromo-1-(3,4-dimethoxyphenyl)ethanone 
• 127-08-2 potassium acetate 
• 64-19-7 acetic acid 
• 108-24-7 acetic anhydride 
• 3535-37-3 3,4-dimethoxybenzoic acid chloride 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 52196-76-6 2-diazo-1-(3,4-dimethoxyphenyl)ethan-1-one 

Downstream Products

• 146421-63-8 4-(3,4-dimethoxyphenyl)-2-oxo-2,5-dihydrofurane-3-carboxylic acid morpholide 
• 37803-48-8 β-oxo-β-(3,4-dimethoxyphenyl)-ethanol 
• 7706-87-8 4-(3,4-dimethoxy-phenyl)-5H-furan-2-one 
• 20931-30-0 2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chromenylium; chloride 

Relevant academic research and scientific papers

Chemoselective metal-free aerobic alcohol oxidation in lignin

An efficient organocatalytic method for chemoselective aerobic oxidation of secondary benzylic alcohols within lignin model compounds has been identified. Extension to selective oxidation in natural lignins has also been demonstrated. The optimal catalyst system consists of 4-acetamido-TEMPO (5 mol %; TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) in combination with HNO3 and HCl (10 mol % each). Preliminary studies highlight the prospect of combining this method with a subsequent oxidation step to achieve C-C bond cleavage.

SELECTIVE C-O BOND CLEAVAGE OF OXIDIZED LIGNIN AND LIGNIN-TYPE MATERIALS INTO SIMPLE AROMATIC COMPOUNDS

A method to cleave C-C and C-0 bonds in β-Ο-4 linkages in lignin or lignin sub-units is described. The method includes oxidizing at least a portion of secondary benzylic alcohol groups in β-Ο-4 linkages in the lignin or lignin sub-unit to corresponding ketones and then leaving C-0 or C-C bonds in the oxidized lignin or lignin sub-unit by reacting it with an organic carboxylic acid, a salt of an organic carboxylic acids, and/or an ester of an organic carboxylic acids. The method may utilize a metal or metal-containing reagent or proceed without the metal or metal-containing reagent.

SELECTIVE AEROBIC ALCOHOL OXIDATION METHOD FOR CONVERSION OF LIGNIN INTO SIMPLE AROMATIC COMPOUNDS

Described is a method to oxidize lignin or lignin sub-units. The method includes oxidation of secondary benzylic alcohol in the lignin or lignin sub-unit to a corresponding ketone in the presence of unprotected primarily aliphatic alcohol in the lignin or lignin sub-unit. The optimal catalyst system consists of HNO3 in combination with another Br?nsted acid, in the absence of a metal-containing catalyst, thereby yielding a selectively oxidized lignin or lignin sub-unit. The method may be carried out in the presence or absence of additional reagents including TEMPO and TEMPO derivatives.

Nature and kinetic analysis of carbon-carbon bond fragmentation reactions of cation radicals derived from SET-oxidation of lignin model compounds

Features of the oxidative cleavage reactions of diastereomers of dimeric lignin model compounds, which are models of the major types of structural units found in the lignin backbone, were examined. Cation radicals of these substances were generated by using SET-sensitized photochemical and Ce(IV) and lignin peroxidase promoted oxidative processes, and the nature and kinetics of their C- bond cleavage reactions were determined. The results show that significant differences exist between the rates of cation radical C1-2 bond cleavage reactions of 1,2-diaryl-(β-1) and 1-aryl-2-aryloxy-(β-O-4) propan-1,3-diol structural units found in lignins. Specifically, under all conditions C1-2 bond cleavage reactions of cation radicals of the β-1 models take place more rapidly than those of the β-O-4 counterparts. The results of DFT calculations on cation radicals of the model compounds show that the C1-2 bond dissociation energies of the β-1 lignin model compounds are significantly lower than those of the β-O-4 models, providing clear evidence for the source of the rate differences.

Fungicidal furanone derivatives

The invention provides furanone derivatives of the general formula STR1 in which R1 represents a halogen atom or an optionally substituted alkyl or alkoxy group, R2 represents a halogen atom or an optionally substituted alkyl, aryl o

Facile synthesis of glycol metabolites of phenethylamine drugs

High yields of potential glycol metabolites of p-synephrine, epinephrine, octopamine, and normacromerine can be obtained from the readily available monosubstituted and disubstituted acetophenones. The general procedure involves alpha-bromination followed by displacement with acetate ion and reduction with lithium aluminum hydride. Yields ranged from 46 to 91%. Furthermore, the procedure minimizes some problems inherent in aromatic glycol synthesis which include dimerization and pinacol-pinacolone rearrangement.