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ChemicalBook CAS DataBase List Piperidine hydrochloride
6091-44-7

Piperidine hydrochloride synthesis

8synthesis methods
-

Yield:6091-44-7 80%

Reaction Conditions:

Stage #1:Glutaronitrile with C46H178O41Si42;titanium(IV)isopropoxide in toluene at 100; for 24 h;Inert atmosphere;
Stage #2: with hydrogenchloride;water in toluene at 20; for 4 h;Inert atmosphere;chemoselective reaction;

Steps:

3 4.4. General procedure for the reduction of dinitriles
General procedure: To a 50 mL round-bottom flask, under nitrogen atmosphere, containing dinitriles 1p (500 mg, 4.2 mmol, 1.0 equiv) in 5.0 mL of toluene were added PMHS (1.0 mL, 16.8 mmol, 4.0 equiv) and Ti(Oi-Pr)4 (1.3 mL, 4.3 mmol, 1.0 equiv). The mixture was then heated at 100°C for 24 h (the colorless solution turned into deep purple). After cooling to rt, the clear solution was diluted in toluene (30 mL) and hydrolyzed with aqueous 1M HCl (15 mL, 3.6 equiv) for 4 h (until the deep purple solution became yellow). The crude mixture was then concentrated under reduced pressure. The resulting solid was filtered, washed with pentane (60 mL), dissolved in chloroform and filtrate on a pad of Celite. The filtrate was finally concentrated under reduced pressure affording the amine 3p as a hydrochloride salt.

References:

Laval, Stéphane;Dayoub, Wissam;Pehlivan, Leyla;Métay, Estelle;Favre-Reguillon, Alain;Delbrayelle, Dominique;Mignani, Gérard;Lemaire, Marc [Tetrahedron,2014,vol. 70,# 4,p. 975 - 983] Location in patent:supporting information

FullText

1357589-48-0 Synthesis
4-(1H-pyrazol-1-yl)pyridine hydrochloride

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690261-87-1 Synthesis
4-(1H-pyrazol-1-yl)piperidine hydrochloride

690261-87-1
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$330.00/250mg

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