Piperidine, 1-chloro

A. N-Chloropiperidine [Piperidine, 1-chloro-]. A 500-ml., three necked Bask fitted with a mechanical stirrer, a dropping funnel, and a thermometer is charged with 170 g. (2.0 moles) of piperidine (Note 1), The flask is cooled in an acetone-ice bath, the piperidine is stirred, and 120 g. (2.0 moles) of glacial acetic acid is added dropwise at such a rate that the temperature does not exceed 10° (Note 2). 

Phosphoryl chloride [10025-87-3], 4 Phthalamic acid, A V-diethyl-, methyl ester [2659344-2],63 Piperidine [110-894], 86, 118 acetate [4540-334], 118 Piperidine, 1 chloro- [2156-71-0], 118 Potassium cyanide [151-50-8], 20... 

Piperidine, 1-chloro-, 118 Pivahc aad [Propanoic acid, 2,2-dimethyl-], 70... 

With malonic acid in a mixture of pyridine and piperidine 2-phenyl-4-formyl-5-chlorothiazole yields 2-phenyl-5-chloro-4-thiazoleacrylic acid (103). 

Halo-substituted 3-hydroxypyridazin-6(lFf)-ones react in some instances by cine substitution. For example, 4-chloro-l-methyl-2-phenylpyridazin-6(lFf)-one, when treated with piperidine, yields a mixture of the corresponding 4- and 5-piperidino isomers in nearly equal amounts. 

Piperidine, 3-aryIoxymethyI-4-phenyI-as antidepressant, 1, 169 Piperidine, JV-bromo-photoelectron spectroscopy, 2, 142 Piperidine, cis-4- t-butyl-r- cyclohexyl-1 -phenyl-X-ray analysis, 2, 161 Piperidine, 3-chloro-pyrrolidines from, 4, 147 Piperidine, N-chloro-photoelectron spectroscopy, 2, 142 reactions, 2, 373 trimerization, 3, 510 Piperidine, 4-cycIopentyI-2,6-dioxo-synthesis... 

Chloromethoxy-1,2,2 2-tetrafluoroethane is converted by triethylammonium fluoride or piperidine hydrogen fluoride to fluoromethoxy 1 2,2,2-tetra-fluoroethane in greater than 60% yield Piperidine hydrogen fluoride or butyl-ammonium fluoride can convert methoxy-l-chloro-2,2,2-trifluoroethane to methoxy-1,2,2,2-tetrafluoroethane in 80% yield [79]... 

Reaction of the morpholine or piperidine enamine of cyclopentanone, however, gives an unstable adduct which rearranges under the reaction conditions and an aqueous work-up to give the ring expanded ketone 2-chloro-2-cyclohexen-l-one (203) (138,139). 

The reactions of dichlorocarbene with morpholine and piperidine enamines derived from cyclopentanone and cyclohexanone have been reported to lead to ring expanded and a-chloromethylene ketone products (355,356). Similarly a-chloro-a, -unsaturated aldehydes were obtained from aldehyde derived enamines (357). Synthesis of aminocyclopropanes (353,359) could be realized by the addition of diphenyldiazomethane (360) and the methylene iodide-zinc reagent to enamines (367). 

Okamoto et al. found that A-oxidation activates 4-halogeno-quinolines in the reaction with piperidine in aqueous alcohol by kinetic factors of 9 to 25, at 100°. This rate-enhancing effect is accompanied by a fairly large decrease in the enthalpy of activation (up to 10 kcal/mole in the chloro compounds), the effect of which is partly offset by a decrease in the entropy of activation. 

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