2-Piperidinoethyl chloride

N-(2-Pyridylmethy Dan nine Sodium amide 2-Piperidinoethyl chloride... 

Diphenylpiperidine ethyl acetonitrile 2-Piperidinoethyl chloride Methyl bromide... 

To the resulting mixture there is added dropwise a solution of 14.9 parts by weight of 2-piperidinoethyl chloride in 20 parts by volume of anhydrous toluene and the whole mixture is stirred and refluxed for another two hours. After cooling, water is added carefully to decompose the unreacted sodamide, the separated toluene layer is dried over anhydrous sodium sulfate and the solvent removed under reduced pressure. 

A mixture of diethylacetonitrile and chlorobenzene added with stirring at 35-40 to Na in benzene, after 5 hrs. 180 gm. ethyl diphenylacetate added with cooling at 40°, stirred several hrs., warmed 0.5 hr. at 60 , cooled to 10-20 , 110 gm. piperidinoethyl chloride dropped in below 40°, and, after 2 hrs., refluxed for 1 hr. 212 gm. ethyl y-piperidino-a,a-diphenylbutyrate.—It may be preferable not to use the very active phenyl-Na for the alkylation, particularly if the compounds contain several reactive groups, but an intermediate, less reactive Na-carrier, in this case, diethylacetonitrile. (F. e. s. M. Boekmtihl and G. Ehrhart, A. 561, 52 (1948).)... 

In two Japanese patents, Hasegawa and co-workers described the preparation of 1,2-benzothiazines with 2-aminoalkyl substituents. Thus, 3-benzoyl-4-hydroxy-2H-l,2-benzothiazine 1,1-dioxide was alkylated by piperidinoethyl chloride to give a good yield of 1,2-benzothiazine 109. Several compounds closely related to 109 were similarly prepared with a variety ofaminoalkyl substituents. Alkylation of 3-thenoyl-4-hydroxy-2f/-... 

To 11.0 grams of 3-methylf avone-8-carboxylic acid chloride dissolved in 150 ml of anhydrous benzene is added at room temperature 4,8 grams of piperidinoethanol and the mixture refluxed for 2 to 3 hours. The separated solid is filtered, washed with benzene and dried. The product, piperidinoethyl 3-methylflavone-8-carboxylate hydrochloride is obtained as a colorless crystalline solid, MP 232° to 234°C, (from U.S. Patent 2,921,070),... 

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