Benzyltributylammonium chloride

Ru(H20)(bpy)(app)]Clj (H3app=A-(hydroxyphenyl)pyridine-2-carboxaldimine) is made by reaction of RuClj with 2-aminophenol and 2-pyridine carboxaldehyde under reflux followed by addition of (bpy). Infrared and electronic spectra were measured, and the room-temperature magnetic moment is 1.98 B.M. The system [Ru(H30)(bpy) (app)] +/TBHP/(BTBAC)/CH3Clj (BTBAC=benzyltributylammonium chloride) oxidised benzyl alcohol to benzaldehde and alkenes to mixtures (e. g. cis- and trans-stilbene to benzaldehyde and cis- and tranx-stilbene oxides). Alkanes gave mixtures... 

A number of syntheses of pioglitazone have been disclosed (Arita and Mizuno, 1992 Fischer et al., 2005 Les et al., 2004 Meguro and Fujita, 1986, 1987 Momose et al., 1991 Prous and Castaner, 1990 Saito et al., 1998). Two related syntheses (Fischer et al., 2005 Les et al., 2004) of pioglitazone hydrochloride are described in Scheme 8.2. The tosylate of 2-(5-ethylpyridin-2-yl)ethanol (16), formed in situ with tosyl chloride, was displaced by 4-hydroxybenzaldehyde (17) by means of benzyltributylammonium chloride and NaOH to give 4-[2-(5-ethylpyridin-2-yl)ethoxy]benzaldehyde (20). Condensation of 20 with thiazolidine-2,4-dione in basic medium afforded 5-[-4-[2-(5-ethylpyridin-2-yl)ethoxy]benzylidene]thiazolidine-2,4-dione (21). Finally, this compound was hydrogenated to provide pioglitazone (2). Alternatively, a nucleophilic aromatic substitution reaction... 

Ruthenium can be separated from osmium by extraction as the ion-pair of perruthenate [Ru(VIII)] with tetraphenylarsonium ion [19] or with benzyltributylammonium chloride [20]. 

Note that when a PT catalyst is immobilized on a polymer support, it reacts with a functional group in the polymer resulting in a structure that can differ from that of the soluble form used in immobilization. To make a proper comparison, therefore, the soluble catalyst used in the comparative studies must have the same structure as that in the bound form. Desikan and Doraiswamy (2000) made such a comparison for the model reaction between benzyl chloride in the organic phase and sodium acetate in the aqueous phase to form benzyl acetate. If methyltributylammonium chloride (MTBAC) is used as the soluble catalyst, its immobilized form would be benzyltributylammonium chloride (BTBAC), as shown by the structures below. 

In experiments carried out on the hydrolysis of octyl acetate with sodium hydroxide as a base and benzyltributylammonium chloride as a PT catalyst, the conversion-time curves were S-shaped, as shown in Figure 19.14 (Glatzer and Doraiswamy, 2000). Such curves are typical of autocatalysis and have important implications in PTC. 

Dimethylsulfoxonium methylide 1, an ylide developed by Corey and coworker (Corey and Chaykovsky, 1965), is synthesized from trimethylsulfoxonium iodide 2 which is converted to trimethylsulfoxonium chloride 3 via ion exchange with benzyltributylammonium chloride. The ylide 1 is produced by refluxing a heterogeneous mixture of trimethylsulfoxonium chloride 3 and sodium hydride in toluene (Scheme 11.2). Homogeneous solutions of ylide 1 of approximately 0.6M can be stored at —20 °C for >3 weeks (Busch et al, 2002). 

As already mentioned, it was observed that during photo-oxidative degradation of polymers there occur accumulations of new carbonyl groups with ketonic, carboxylic or ester structure [5]. It was noticed that, whilst in most cases carbonyl structure concentrations from polymer bulk increase with exposure time, concentration of hydroperoxide and peroxide stmctures rapidly reaches a stationary state at relatively low concentrations. An exemplification of such behavior is given in Table 3, in which the variation of hydroperoxide concentration with exposure time (luminous radiation with X > 300 nm) is represented in the case of photo-oxidative degradation of a vinyl-ester based polymeric structure, crosslinked by end double bonds, where BTAC is benzyltributylammonium chloride (Schemes 1, 2—reproduced with kind permission from Elsevier—license no. 3842460646409) [12]. 

B,PhCH2Cl [23616-79-7]. Benzyltributylammonium chloride Reagent for ion-pair extraction of inorganic anions. Mp 185°. 

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