1- chloroethyl benzene

A solution in dry benzene of 82 grams of bis(/3-chloroethyl)amine freshly liberated from its hydrochloride is added gradually to a solution of 36 grams of carbonyl chloride (phosgene) in benzene at a temperature below 10°C. The mixture is mechanically stirred for 3 hours, the precipitate of bis()3-chloroethyl)amine hydrochloride is removed by filtration and the benzene is distilled off on a water bath. The residue is distilled in vacuo and the N-ch oro-formyl-bis((3-chloroethy )amine is obtained as a pale yellow oil with a 8P of 114° to 116°C at 1 mm Hg. 

To prepare multifunctionalized symmetric organosilicon compounds by the polyalkylation of benzene. (2-chloroethyi)trichlorosilane and (3-chloropropyl)tri-chlorosilane were reacted with benzene. Polyalkylations of benzene with (2-chloroethyl)silane and (3-chloropropyl)silane were carried out in the presence of aluminum chloride catalyst at a reaction temperature of 80 C. The reaction of benzene with excess (2-chloroethyI )trichlorosilanes afforded pcralkylated product, hexakis(2-(trichlorosilyl)ethyl)benzene in good yield (70%). ... 

Among the Friedel-Crafts alkylations of aromatic compounds with (chlorinated alkyl)silanes, the alkylation of benzene with (tt>-chloroalkyl)silanes in the presence of aluminum chloride catalyst was generally affected by two factors the spacer length between the Cl and silicon and the electronic nature of substituents on the silicon atom of (w-chloroalkyl)silanes. As the spacer length between the C—Cl and silicon increases from (chloromethyl)silane to (/i-chloroethyl)silane to (/-chloropropyl)silane, the reactivity of the silanes increases. As the number of chloro-groups on the silicon decreases from (chloromethyl)trichlorosilanes to (chloromethyl)methyldichlorosilanes to (chloromethyl)trimethylsilanes, the... 

EBrIB ethyl-2-bromoisobutyrate. PEBr l-(bromoethyl) benzene, PECl l-(chloroethyl) benzene, BzBr benzyl bromine, MBrP Methyl-2-bromopro-pionate, MCIP methyl 2-chloropropionate, MClAc methyl chloroacetate... 

There are cases where racemisation takes place under the influence of heat. Under such conditions there is homolytic fission of the bond between the asymmetric carbon atom and one of the substituents. The radical formed may assume either of the two enantiomeric configurations with equal possibility of recombination, giving a racemate. For example a chloroethyl benzene during distillation undergoes thermal racemisation, but in presence of lewis acids it undergoes racemisation with the intermediate formation of a carbocation. 

Figure 8.4 Self-condensing vinyl polymerization of 3-(1-chloroethyl)-ethenyl-benzene requires an external activator, in this case the activator is SnCI4 [19]...

A variant on the sequence in which the third aromatic ring is introduced by reaction of the ketone in chloroethyl ether (9-4) with the hthio reagent from 1-4-di-iodobenzene leads in several steps to iodoxifene (9-5) [10]. 4-Hydroxy-tamoxifen, in which a hydroxyl group has been introduced on one of the benzene rings, comprises one of the principal metabolites of the drug. The unnatural meta isomer of... 

The (2-chloroethyl)benzene was purchased from Eastman Organic Chemicals and used without further purification. 

Optically active vinyl sulfoxide was prepared by a combination of resolution and elimination reaction. Firstly, inclusion complexation of rac-2-chloroethyl m-tolyl- sulfoxide (118) and 14b in benzene gave, after two recrystallizations from benzene, a 1 1 complex of 14b and (+)-118 of 100% ee in 72% yield. Secondly, treatment of the complex with 10% NaOH gave optically pure (+)-m-tolyl vinyl sulfoxide (119) by HC1 elimination as colorless oil. Rapid polymerization of the (+)-119 proceeded by treatment with BuLi or BuMgBr at -78 °C to give optically active polymer (120). Oxidation of 120 with H2O2 gave optically active polysulfone (121).48... 

The reaction mixture was then kept at room temperature for 1 hour and thereafter poured into a mixture of 5.0 N HCI and crushed ice. The benzene solution was immediately washed with water, with cold 1.0 N NaHC03 and finally with cold water. After drying over anhydrous sodium sulfate, the benzene was removed in vacuo. The residue is the p-[N-bis(p-chloroethyl)amino]phenyl butyric anhydride which could be used without any further purification. 

A mixture of 96.5 g 2-methylsulfonylphenothiazine, 50 g 2-(2-chloroethyl)-l-methylpiperidine, 62 g diethyl carbonate and 2 g sodium methylate was heated at 135°C for 1 hour and then at 180-190°C for 2.5 hours. The product was dissolved in benzene (500 ml) and the solution was extracted with 700 ml of 15% aqueous solution tartaric acid. The extract was washed with benzene. After addition of sodium carbonate solution to the extract was obtained a precipitate which was dissolved in benzene. This solution was washed with water and concentrated. 2-Methylsulfonyl-10-(2-(l-methyl-2-piperidyl)ethyl)phenothiazin was recrystallized from acetone, melting point 121-123°C. 

Dihydroquinolo[2,3-rf] tellurophene (Sodium Borohydride Method)3 A mixture of 2.55 g (1 mmol) of 2-chloro-3-(2 -chloroethyl)-quinoline, 0.127 g (1 mmol) of tellurium, and 0.20 g (5.3 mmol) of sodium borohydride in ethanol is heated on a steam bath under reflux in nitrogen for 6 h. The mixture is then concentrated, poured into ice-cold water, and extracted with chloroform. The extract is dried with anhydrous sodium sulfate, filtered, and evaporated. The oily residue is chromatographed on silica gel with benzene as the mobile phase. The yellow fractions are collected, the benzene is evaporated, and the residue is recrystallized from benzene/petroleum ether (b.p. 60-80°) yield 0.1 g (35%) m.p. 123°. 

A mixture consisting of (6R-fra y)-6-(l,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-[2-(2-chloroethyl]pyrazino] [l ri jpyridop -bjindole (10.0mmol) and 4-(2-aminoethyl)benzene-sulfonamide (20 mmol) dissolved in 50 ml methyl alcohol and 25 ml THF was heated 22 hours at 45°C, then concentrated. The residue was stirred 20 minutes in 40 ml methyl alcohol and a white solid was collected. The solid was washed five times with 20 ml methyl alcohol, three times with 20 ml hexanes, dried, and the product isolated in 89.9% yield as a white solid. 

BENZYLYT BLOCADREN N-(2-CHLOROETHYL)-N-(l-METHYL-2-PHENOXYETHYL)BENZENE-METHANAMINE HYDROCHLORIDE N-(2-CHLORO-ETHYL)-N-(l-METHYL-2-PHENOXYETHYL)BENZYL-AMINE HYDROCHLORIDE DIBENZYLENE DIBENZYLIN DIBENZYRAN FENOXYBENZAiMIN... 

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