Benzyltriethylammonium chloride TEBA

A. Dibromoearbene addition to (IR)-nopadiene. A 250-raL, three-necked flask is equipped with a mechanical stirrer, nitrogen Inlet, and serum cap. The flask is charged with 26.2 mL (0.30 mol) of bromoform (Note 1), 29.5 g (0.20 mol) of (IR)-nopadlene (Notes 2 and 3), 1.0 g (4.4 mmol) of benzyltriethylammonium chloride (TEBA), 0.8 mL of ethanol, and 20 mL of dichloromethane (Note 4). The suspension Is stirred and cooled In an Ice bath while 100 mL of 50t sodium hydroxide solution Is added over 10 min from a dropping funnel. The reaction mixture Is stirred at room temperature for 24 hr and poured into 250 mL of water. The lower layer Is separated and the... 

An example of a reaction of a Schiff base to give an extended dihydroquinoline structure that used water as the reaction solvent is shown in Equation (129) <2005TL7169>. Benzyltriethylammonium chloride (TEBA) was used as a catalyst and good to excellent yields were obtained. 

A variety of reactions that use water as a solvent were also reported. Many of these reports have the advantage of being environmentally friendly. The reaction of Schififbase 97 with 1,3-dicarbonyl compounds 98 in water and catalyzed by benzyltriethylammonium chloride (TEBA) resulted in substituted quinoline derivatives such as 99 in good to high yields (Scheme 27)... 

An industrial process for the production of 2-phenylbutyronitrile consists of stirring phenylacetonitrile and an alkylating agent, preferably alkyl chloride, with aqueous 50% NaOH solution and a PTC benzyltriethylammonium chloride (TEBA). This very efficient synthesis proceeds according to Equations 12-5 and 12-6 ... 

Alkylation of arylacetonitriles and their derivatives in the presence of 50% NaOH aq and benzyltriethylammonium chloride (TEBA) as a catalyst was thoroughly studied, because many pharmaceuticals contain the arylacetic acid framework. High yields of monoalkylated products are as a rule obtained in alkylation with primary alkyl bromides. For dialkylation or introduction of secondary alkyl group, the use of 60% (or even more concentrated) KOH aq and tetrabutylammo-nium bromide (TBAB) as a catalyst is often recommended (23) (eqs. 38 and 39). 

Reactions with Aldehydes and Ketones. The carbanion derived from the treatment of (Me0)2P(0)CH(SMe)2 with a base reacts with cyclic and acyclic, aliphatic and aromatic aldehydes and ketones in a Horner—Wadsworth—Emmons reaction to give ketene 5,5-thioacetals in high yields " (eq 2 ). The carbanion is generated using either butyllithium in THE at —78 °C > or, less commonly, sodium hydride in DME. Alternatively, with aromatic aldehydes the reaction may be performed under two-phase conditions using benzyltriethylammonium chloride (TEBA) as a phase-transfer catalyst. ... 

The silver oxide oxidation of aldehydes to carboxylic acids is aided by the addition of benzyltriethylammonium chloride the active agent is thought to be TEBA-Ag(OH) [16]. 

Abbreviations acac, acetylacetonate acam, acetamide, BINAP, binaphtholphosphate BN OX, 4-benzyl-2-oxazolidinone cap, caprolactamate DM AD, dimethyl acetylenedicarboxy-late hfacac, hexafluoroacetylacetonate MACIM, methyl l-acetylimidazolidin-2-one-4-carboxylate MEPY, methyl 2-pyrrolidone-5-carboxylate MEOX, methyl 2-oxazolidinone-4-carboxylate NPMI, A-phenylmaleimide pfb, perfluorobutyrate oct, octanoate TEBA, benzyltriethylammonium chloride tfa, trifluoroacetamidate. 

TEBA benzyltriethylammonium chloride TOMAHS methyltrioctylammonium hydrogensulfate... 

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