TEBAC chloride

Another modern modification involves coupling of UNs 30 and /1-ketoesters 36 in aqueous emulsion in the presence of an interphase catalyst triethylbenzylammonium chloride (TEBAC) (06JCM228). 

TMBAC, trimethylbenzylammomum chloride, RT, room temperature, TEBAC, tnethylbenzylammomum chlonde... 

The undesired epimer was obtained in 4 % yield via an alternative mechanism with retention of the configuration. In this case, the reaction worked only with the equimolar addition of triethylbenzyl ammonium chloride (TEBAC). This reagent was employed to reduce the amount of undesired diene elimination product to 30 % compared to 80 % under standard conditions. 

To a stirred solution of 50% aq NaOH (30 mL) was added triethylbenzylammonium chloride (TEBAC) (3.54 g, 15 mmol) followed by diethyl malonate (2.40 g, 15 mmol) and 1,2-dibromoethane (4.23 g, 23 mmol). The mixture was stirred for 1 h. After dilution with H2O (75 mL), the system was extracted with EtjO. The aqueous layer was acidified with coned aq HCl and extracted with EtjO. The organic layer was washed with brine and dried (MgSOJ. Evaporation of the solvent gave cyclopropane-1,1-dicarboxylic acid yield 1.74 g (75%) mp 134-136 C. 

Generation of chloro(2-furyl)carbene and chloro(2-thienyl)carbene from 2-dichloromethyl-furans 1 or 2-diehloromethylthiophenes 2 and a base, followed by addition to an alkene, gave l-chloro-l-(2-furyl)- or l-(2-thienyl)cyclopropanes, respectively "(for earlier work, see Houben-Weyl, Vol. E19b, p 1001). The reactions were carried out using potassium /crt-butoxide as the base with, or without, 18-crown-6, or solid potassium hydroxide and a catalytic amount of benzyltriethylammonium chloride (TEBAC) (solid-liquid variant of a phase-transfer catalytic system ). Under both conditions, yields of cyclopropanes were usually good, yet the phase-transfer catalytic system seems to be more convenient from a practical point of view. Addition of the above described carbenes to alkenes was stereospecific. 

Experiments with 2-phenylpropene and styrene indicate that benzyltriethylammonium chloride (TEBAC) is a better catalyst than dibenzo-18-crown-6. 

Alkynes react with various dichlorocarbene reagents to give 3,3-dichlorocyclopropenes 1, which can be hydrolyzed to cyclopropenones 2 in situ. The carbene reagents used are (A) chloroform, 50% sodium hydroxide, and triethylbenzylammonium chloride (TEBAC) (B) (bromo-dichloromethyl)phenylmercury (C) chloroform and potassium tert-butoxide and (D) chloroform and butyllithium. Although the yields of these reaction generally do not exceed 20%, a variety of cyclopropenones have been prepared by this method. The yields of biscyclo-propenones from diynes are very low. 

AI3-14906 Ammonium, benzyltriethyl-, chloride Benzenemethanaminium, N,N,N-triethyl-, chloride Benzyl triethyl ammonium chloride Benzyltriethyl-ammonium chloride BTEAC EINECS 200-270-1 Sumquat 2355 TEAC TEBA TEBAC Triethyl-benzylammonium chloride N,N,N-Triethylbenzene-methanaminium chloride. Quaternary ammonium salt solvent for cellulose gelling Inhibitor in polyester resins intermediate In chemical manufxturing. Also used as a fibre dyeing auxilliary and phase transfer catalyst. Solid mp = 185° soluble in H2O (170 g/100 ml). Hexcel Janssen Chimica Zeeland Chem. Inc. 

Methyltrioctylammonimn chloride (Aliquat 336 or Adogen 464) PhCH2NEt3Cl (TEBA,TEBAC)... 

PTC condensation of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid chloride with m-phenoxybenzaldehyde cyanohydrin PTC Benzyltriethylammonium chloride (TEBAC)... 

Uses Phase transfer catalyst chemical reagent Manuf./Distrib. Acros Org. http //www.acros.be] Amyl http //www.amyi.com] Lancaster Synthesis TCI Am. http //www.tciamerica.com] Yancheng Huaue Pharm. Chem. http //www.huayepharm. com Yixing Fangqiao East Chemical http //www. eastchemicais. com Benzyltriethyl ammonium chloride CAS 56-37-1 EINECS/ELINCS 200-270-1 Synonyms Ammonium, benzyltriethyl-, chloride Benzenemethanaminium, N,N,N-triethyl-, chloride BETEC BTEAC TEBAC N,N,N-Triethylbenzenemethanaminium chloride Triethyl benzyl ammonium chloride Classification Quaternary ammonium salt Empirical C13H22N Cl Formula C6H5CH2N(CI)(C2H5)3 Properties Solid m.w. 227.8 m.p. 197-199 C (dec.)... 

TEA-undecylenoyl hydrolyzed animal protein. See TEA-undecenoyl hydrolyzed collagen TEB. See Triethylborane 1,1,3-Triethoxybutane TEBAC TEBAC. See Benzyltriethyl ammonium chloride... 

Benzyltriethyl ammonium chloride Sumquat 2355 TEBAC 200-272-2 Glycine... 

General procedure. Carbodiimides 1699 fiom ureas [1281] A solution of disubstituted urea 1696 (10 mmol) and p-toluenesulfonyl chloride (10 mmol) in benzene or toluene (70 mL) is stirred at reflux temperature for 1-5 h in the presence of potassium carbonate (3.53 g, 40 mmol) and benzyltriethylammonium chloride (TEBAC) (0.23 g, 1 mmol). 

Alkylations of phenol derivatives were studied in solid-liquid phase using K2CO3 as a base under MW conditions, and it was observed that the 0-selectivity was enhanced in the presence of triethylbenzylammonium chloride (TEBAC) as the phase-transfer catalyst, thereby indicating the phenomenon of synergism in respect of MW irradiation and the phase-transfer catalyst [41-43]. 

Synonyms Ammonium, benzyltriethyl-, chloride Benzenemethanaminium, N,N,N-triethyl-, chloride BETEC BTEAC TEBAC N,N,N-Triethylbenzenemethanamin-ium chloride Triethyl benzyl ammonium chloride Ciassification Quaternary ammonium salt Empiricai C,3H22N Cl Formuia C6H5CH2N(CI)(C,H5)3 Properties Solid m.w. 227.8 m.p. 197-199 C (dec.)... 

Prods. Triple Crown Am. Universal Preserv-A-Chem Trade Names TEBAC Benzyl trimethyl ammonium chloride CAS 56-93-9 EINECS/ELINCS 200-300-3... 

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