Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C23H20BN, SDS of cas: 971-66-4.
Roth, H. J. published the artcileRing formation and β-elimination by the reaction of triphenylboron on tertiary amines, SDS of cas: 971-66-4, the publication is Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft (1964), 297(12), 766-72, database is CAplus.
Tertiary amino alcs. and tertiary amines of the Mannich-base types were treated with Ph3B to yield a boron-containing heterocyclic N compound and elimination of an unsaturated moiety. Freshly-prepared, moist Ph3B (3 g.) in 5 ml. EtOH was added to 2.05 g. 1-phenyl-2-piperidino-l-ethanol in 20 ml. EtOH, and the mixture heated several min. on a steam bath and cooled to give 81% the triphenylboroxazolidine (I), m. 190-1°. N-Methyl-L-ephedrin (1.8 g.), and 1.1 g. 1-phenyl-3-piperidino-1-propanol gave 89% II, m. 207-8°, and 78% III, m. 198-200°, resp. Concentrated EtOH solutions of Et3N and Ph3B (stoichiometric equivalents) were allowed to react in the cold and kept a short time to give quant. B,B,B-triphenyl-N,N,N-triethylaminoborane, m. 108-12°. B,B,B-Triphenyl-1-ethylpiperidineborane, m. 114-16°, was similarly prepared from 1-ethylpiperidine. The pyridinyl analog C5H5NBPh3, m. 214-15° (decomposition), was prepared from pyridine and Ph3B. A solution of 3 g. Ph3B in 10 ml. absolute EtOH was added to 1.56 g. 2-piperidinomethylcyclohexanone (Mannich base) in 10 ml. EtOH and the solution was evaporated to half its volume on a steam bath and cooled several hrs. to precipitate 85% B,B,B-triphenylpiperidineborane (IV), m. 213-14°. The mother liquor was evaporated in vacuo to a sirup which was dissolved in glacial HOAc and the solution treated with 1 ml. HCl to give 88% the hydrated dimeric cyclohexanone (V), m. 153°. Ph3B (1.5 g.) in 5 ml. EtOH was added to 5 ml. of an EtOH solution of 2-diethylaminomethylphenol, prepared from 1 g. of the HCl salt by usual procedures. The precipitate, C46H50B2N2O, m. 169° (EtOH-acetone). No phenolic, other OH, or NH groups were present, as shown by ir. A similar reaction was carried out with 2-piperidinomethyl-4-methylphenol and Ph3B. The compound, C50H54B2N2O, m. 230° (decomposition), likewise showed no OH or NH groups. IV was obtained by similar reaction of piperidinomethylbenzamide or piperidinomethylsalicylamide with Ph3B along with BzNH2, or salicylamide, resp.
Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C23H20BN, SDS of cas: 971-66-4.
Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem