461-96-1Relevant articles and documents
Preparation method of 3,5-difluoroaniline
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Paragraph 0028, (2018/02/04)
The invention discloses a preparation method of 3,5-difluoroaniline and relates to the technical field of organic synthesis. The preparation method comprises steps as follows: 2,4-difluoroaniline, tap water, hydrochloric acid, bromine, sodium nitrite, sodium monophosphate and ammonium hydroxide are taken as raw materials, cuprous oxide is taken as a catalyst, the tap water and dichloroethane are taken as solvents, and a product of 3,5-difluoroaniline is prepared through steps of bromination, diazotization, ammoniation, extraction, distillation and the like. According to the method, the industrially available raw materials can be utilized for reaction, the process is simple, post-treatment is simple and convenient, conditions are mild, environmental pollution is small, and the product of 3,5-difluoroaniline is prepared with high yield, and meanwhile, industrial production can be realized.
Convenient electrophilic fluorination of functionalized aryl and heteroaryl magnesium reagents
Yamada, Shigeyuki,Gavryushin, Andrei,Knochel, Paul
supporting information; experimental part, p. 2215 - 2218 (2010/06/19)
"Chemical Equation Presented" Cive me an "F": Electrophilic fluorination of various aromatic and heteroaromatic Grignard reagents is smoothly performed with (PhSO2)2NF as fluorinating agent in a 4:1 mixture of CH2Cl2/ perfluorodecalin (see scheme). This solvent system allows minimization of most side reactions.
Exploring Structural Opportunities: The Regioflexible Substitution of 1,3-Difluorobenzene
Schlosser, Manfred,Heiss, Christophe
, p. 4618 - 4624 (2007/10/03)
To demonstrate the superiority of modern organometallic methods, the inexpensive starting material 1,3-difluorobenzene has been selectively converted into the three benzoic acids and all seven bromobenzoic acids containing the two fluorine atoms in homovicinal positions. The 2,6-difluorobenzoic acid (1) was prepared in a one-pot reaction consisting of direct metallation and carboxylation. The key step on the route to the bromobenzoic acid 4 was a deprotonation-triggered bromine migration from the 2- to the 4-position. All other products were attained through (2,6-difluorophenyl)triethylsilane (11). Consecutive deprotonation of the sites adjacent to the fluorine atoms, followed by appropriate electrophilic substitution, provided not only the acid 7 but also the dibromo and iodobromo derivatives 13 and 23. These in turn gave the isomers 14 and 24 upon base-mediated migration of the heaviest halogen, which made the acids 8 and 10 directly accessible. The regiocontrolled monodebromination of intermediate 14 afforded (4-bromo-2,6-difluoro)triethylsilane (15), which opened the route to the acids 3 and 5 (by carboxylation and protodesilylation) and to acid 9 (by carboxylation and bromodesilylation). Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.