1130-80-9Relevant articles and documents
Selectivity engineering of solid base catalyzed O-methylation of 2-naphthol with dimethyl carbonate to 2-methoxynaphthalene
Yadav, Ganapati D.,Salunke, Jeetendra Y.
, p. 180 - 190 (2013)
2-Methoxynaphthalene is an important intermediate used in the production of naproxen which is widely used as a non-steroidal, anti-inflammatory, analgesic and antipyretic drug. In the current work, catalytic methylation of 2-naphthol was studied by using dimethyl carbonate as a greener agent vis-à-vis methyl halides and dimethyl sulfate. Catalysts based on calcined-hydrotalcite (CHT) supported on hexagonal mesoporous silica (HMS) were synthesized. Effect of CHT loading on HMS was systematically studied including full characterization. The activity and selectivity of CHT/HMS was examined by studying the effects of different operating parameters to deduce mechanism and kinetics. Conversion of 2-naphthol at 463 K and autogenous pressure was 92% with 90% selectivity toward 2-methoxynaphthalene on 20% (w/w) CHT/HMS. The catalyst was easily recovered and reused without any significant loss in activity. A kinetic model was developed. It follows zero order kinetics based on Langmuir-Hinshelwood-Hougen-Watson mechanism with strong adsorption of reactants. The apparent activation energy is 32.3 kcal/mol.
Lewis Acid-Mediated Cyanation of Phenols Using N-Cyano-N-phenyl-p-toluenesulfonamide
Zhang, Wu,Li, Tao,Wang, Qingli,Zhao, Wanxiang
supporting information, p. 4914 - 4918 (2019/11/03)
Lewis acid-mediated cyanation of phenol derivatives with N-cyano-N-phenyl-p-toluenesulfonamide (NCTS) has been developed. The reaction proceeded efficiently with high regioselectivity to produce aromatic nitriles in moderate to excellent yields, which provides a direct and practical access to valuable products. (Figure presented.).
Lewis Acid Assisted Nickel-Catalyzed Cross-Coupling of Aryl Methyl Ethers by C-O Bond-Cleaving Alkylation: Prevention of Undesired β-Hydride Elimination
Liu, Xiangqian,Hsiao, Chien-Chi,Kalvet, Indrek,Leiendecker, Matthias,Guo, Lin,Schoenebeck, Franziska,Rueping, Magnus
, p. 6093 - 6098 (2016/05/19)
In the presence of trialkylaluminum reagents, diverse aryl methyl ethers can be transformed into valuable products by C-O bond-cleaving alkylation, for the first time without the limiting β-hydride elimination. This new nickel-catalyzed dealkoxylative alkylation method enables powerful orthogonal synthetic strategies for the transformation of a variety of naturally occurring and easily accessible anisole derivatives. The directing and/or activating properties of aromatic methoxy groups are utilized first, before they are replaced by alkyl chains in a subsequent coupling process.