3- chloro-2- propyl

The first step involves the preparation of 1 -(3-isobutoxy-2-chloro)propyl pyrrolidine as an intermediate. 345 ml of thionyl chloride dissolved in 345 ml of chloroform are added, drop by drop, to 275 g of 1 -(3-isobutoxy-2-hydroxy)propyl pyrrolidine dissolved in 350 ml of chloroform, while maintaining the temperature at approximately 45°C. The reaction mixture is heated to reflux until gas is no longer evolved. The chloroform and the excess of thionyl chloride are removed under reduced pressure. The residue is poured on to 400 g of crushed ice. The reaction mixture is rendered alkaline with soda and the resulting mixture is extracted twice with 250 ml of diethyl ether. The combined ethereal extracts are dried over anhydrous sodium sulfate. After evaporation of the solvent the residue is distilled under reduced pressure. 220 g of product are obtained having the following properties boiling point = 96°C/3 mm, n074 = 1.4575. 

After cooling, water is added and the solution then decanted. The toluene phase is then evaporated in vacuo to constant weight. The residue is constituted of 10-(2-methyl-3-chloro-propyl)-phenothiazine containing a certain quantity of phenothiazine which has not reacted. As this product is not readily soluble in petroleum ether, it is possible to eliminate it by extraction by means of this solvent. 

By operating in this manner 10-(2-methyl-3-chloro-propyl)phenothiazine is obtained. A mixture of 10-(2-methyl-3-chloro-propyl)phenothiazine and 1-[2-(2-hydroxyethoxy)ethyl] piperazine is then heated at 110 -120°C for 20 hours. After cooling, the reaction product is dissolved in 200 cc of benzene and the solution washed several times with water. 

Imines of haloketones, 50, 83 Iminodipropionate, N-(3-chloro-propyl), diethyl ester, 53,... 

Bis(2-chloro-1 -methylethyl)ether, containing 2-chloro-1 -mcthylethyh 2-chloro- -propyl)ether and bis(2-chloro- -propyl)ether, was tested for carcinogenicity orally by gavage in one experiment in mice and in one experiment in rats. In mice, increased incidences of lung adenomas in males and females and of hepatocellular carcinomas in males were observed. In rats, no increase in tumour incidence was observed (lARC, 1986). 

Azetidine has been prepared by the following procedures cyclization of 3-bromopropylamine with potassium hydroxide (low yield) 2 cleavage of 1 -p-toluenesulfonylazetidine with sodium and refluxing -amyl alcohol (85-100% yield)3,4 or sodium and liquid ammonia (30% yield) 6 hydrogenolysis of 1-benzylazetidine (50%) 6 cyclization of diethyl 3-N-(3-chloro-propyl)iminodipropionate with sodium carbonate without solvent (60-70% yield).7 A review of methods for preparing azetidine has been published.8... 

The first step involves the preparation of l-(3-isobutoxy-2-chloro)propyl... 

Furthermore, the side chain of biopterin can be modified to 6-(L-threo-2-acetoxy-l-chloro-propyl)pterin by treatment with a-acetoxyisobutyric chloride <84LA1815>. 

Telturan(IV) Bis-[2-chloro-propyl]-dichloro-E12b, 531 (En + TiCl4)... 

Three hundred grams (3.2 moles) of trimethylene chlorohydrin [Org. Syntheses Coll. Vol. 1, 533 (1941)] is stirred under a reflux condenser, and 250 g. (3.2 moles) of acetyl chloride is added slowly. (Hood.) After the acetyl chloride is added, the reaction mixture is heated under reflux until evolution of hydrogen chloride ceases. Distillation of the resulting material gives 375 g. (86%) of y-chloro-propyl acetate boiling at 160-166°. 

Syntheses of several derivatives of 307 are described, usually in connection with structural elucidation of some natural products (72JCS(P 1)380 75JCS(P1)1936). The parent compound (307) was obtained from 2-chloro-propyl-3-hydroxy-1,4-naphthoquinone after treatment with base (50JA5419). Derivatives of this system were also prepared in Michael reactions between... 

A number of bromocyclopropanes which also contain an electrophilic center in the molecule, undergo intramolecular substitution under the right conditions. When l-bromo-7-(3-chloro-propyl)tricyclo[4.1.0.0 ]heptane was reacted with butyllithium, tetracyclo[5.3.0.0 .0 ]de-cane (10) was obtained in 52% yield.Under similar conditions several substituted 7-bromo-bicyclo[4.1.0]heptene anti-epoxides and other epoxides were converted to polycyclic alcohols which result from intramolecular attack of the cyclopropyl anion on the oxirane ring. ... 

Acetoxy-2-oxo- 888 7-Bromo-6-chloromethyl- 34 7-Bromo-6-(3-chloro-propyl)- 1355 7-Bromo-6-hydroxymcthyl- 1293... 

Benzyl-1528, 1703, 2586 6-(4-Bromo-butyl)- 1528 6-(5-Bromo-pcntyl)-1528 6-(3-Chloro-butyl)- 2587 6-(3-Chloro-propyl)- 1528 6-(2,2-Dimethoxycarbonyl-ethyl)- 1528, 1703 6-(3,3-Dimethoxycarbonyl-propyl)-1528 6-Hexyl- 1703... 

The Tf results obtained on the polysiloxane-immobilized thiol and chloro-propyl systems (Table 25.4) show that the C-detected T values obtained for the CH2 peak of the ethoxy group at 60.8 ppm, the CH3 peak of the methoxy group at 51.9 ppm, the C(2), C(3) peak of the 3-mercaptopropyl group at 28.7 ppm and the C(l) peak of the 3-mercaptopropyl group at... 

TCPP Tris(chloro-propyl) phosphate (2 isomers)... 

Another approach is the nucleophilic displacement of chloride from chloro-propyl-silica with a pyridine-substituted porphyrin. These materials are active in the epoxidation of alkenes, where iodosylbenzene is the preferred oxidant, and in the oxidation of alkanes to alcohols and ketones. The copolymerisation of a porphyrin containing four attached trimethoxysilane groups with tetra-ethoxysilane, leading to an active hybrid silica-porphyrin, offers another route to these important catalysts. 

The condensation of/ -buoxyphenol and 4-(3-chloro-propyl)-morpholine is carried out by refluxing them together in an aqueous medium. On cooling the reaction mixture the pramoxine base is first extracted with benzene, secondly pmified by distillation imder reduced pressure, thirdly dissolved in an appropriate organic solvent, and fourthly converted to the corresponding hydrochloride by means of a stream of hydrogen chloride. 

It is prepared by refluxing a toluene solution of 2-chloro-10-(3-chloro-propyl) phenothiazine with 1-piperazineethanol in the presence of sodamide. 

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