86-52-2Relevant articles and documents
New synthesis process of naftifine drug intermediate N-methyl-1-naphthalenemethylamine
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Paragraph 0024-0033, (2021/03/30)
The invention discloses a new synthesis process of a naftifine drug intermediate N-methyl-1-naphthalenemethylamine. The process includes: adding phosphoric acid, concentrated hydrochloric acid, industrial naphthalene, paraformaldehyde and a catalyst, performing heating, introducing HCL gas, and carrying out reaction to obtain a 1-chloromethylnaphthalene crude product; performing cooling, dropwiseadding the 1-chloromethylnaphthalene crude product into a methanolamine solution, and carrying out reaction to obtain an N-methyl-1-naphthalenemethylamine crude product; performing evaporating to remove the redundant methanolamine solution, adjusting the alkali with a sodium hydroxide aqueous solution, conducting washing with water for layering, adding water and dichloromethane into an organic layer, adjusting the pH value with hydrochloric acid, performing layering, taking the water layer, and adjusting alkali with a sodium hydroxide solution to obtain a crude product, and carrying out reduced pressure rectification to obtain a finished product. According to the method, the N-methyl-1-naphthalenemethylamine finished product is successfully synthesized directly in a one-pot mode, the situation that the product yield is reduced due to the fact that a lot of residues are generated is avoided, meanwhile, the safety risk in the rectification process is avoided, the purity of the crude product is greatly improved, the cost is low, and the production safety is high.
Organocatalytic Chlorination of Alcohols by P(III)/P(V) Redox Cycling
Longwitz, Lars,Jopp, Stefan,Werner, Thomas
, p. 7863 - 7870 (2019/06/27)
A catalytic system for the chlorination of alcohols under Appel conditions was developed. Benzotrichloride is used as a cheap and readily available chlorinating agent in combination with trioctylphosphane as the catalyst and phenylsilane as the terminal reductant. The reaction has several advantages over other variants of the Appel reaction, e.g., no additional solvent is required and the phosphane reagent is used only in catalytic amounts. In total, 27 different primary, secondary, and tertiary alkyl chlorides were synthesized in yields up to 95%. Under optimized conditions, it was also possible to convert epoxides and an oxetane to the dichlorinated products.
Enantioselective, Lewis Base-Catalyzed Sulfenocyclization of Polyenes
Tao, Zhonglin,Robb, Kevin A.,Zhao, Kuo,Denmark, Scott E.
supporting information, p. 3569 - 3573 (2018/03/21)
A sulfenium-ion-initiated, catalytic, enantioselective polyene cyclization is described. Homogeranylarenes and ortho-geranylphenols undergo polycyclization in good yield, diastereoselectivity, and enantioselectivity. The stereodetermining step is the generation of an enantiomerically enriched thiiranium ion from a terminal alkene and a sulfenylating agent in the presence of a chiral Lewis basic catalyst. The use of hexafluoroisopropyl alcohol as the solvent is crucial to obtain good yields. The thioether moiety resulting from the reaction can be subsequently transformed into diverse oxygen and carbon functionality postcyclization. The utility of this method is demonstrated by the enantioselective syntheses of (+)-ferruginol and (+)-hinokiol.
