Cyclohexylamine Cyclohexyl chloride

When cyclohexyl chloride is the desired product for use in the preparation of cyclohexylamine or for condensations according to the Friedel and Crafts reaction, it appears advantageous to chlorinate in the presence of light and to use at least a 10 1 molar ratio of cyclohexane to chlorine in a cyclic process. The products of reaction are continuously withdrawn from the reaction chamber to a still (Fig. 6-6) where the unconverted cyclohexane is distilled off, condensed, and returned to the chlorinator which is provided with an encased battery of electric lights. The chlorinator, which is maintained at 65-65°C, is preferably made of lead, nickel, or Monel metaJ in order to provide better resistance against the corrosive action of the reaction products. A 5deld of about 94 per cent cyclohexyl chloride is thus obtained in batch operations when about half of the chlorine theoretically required to convert all the cyclohexane to cyclohexyl chloride has been reacted. 

Primary amines RNH2 (R = i-Pr, /-Bu, t-Bu or cyclohexyl) react with the carbamate Et02CN=CCl2 to yield the carbodiimides Et02CN=C=NR. A new method of preparing imines is to add a carbonyl compound (2,6-dimethylcyclohexanone, 2-tetralone, 2-decalone etc.) to a preformed complex of a primary amine (t-butylamine, cyclohexylamine, benzylamine or 1-phenylethylamine) and titanimn(IV) chloride suspended in hexane or octane. Primary amines R NH2 (R = t-Bu, N=C, Tos or phthalimido) react with nitroso compounds R NO (R = r-Bu, pyrrolidin-l-yl, Ph or 2-MeCC6H4) in the presence of the hypervalent iodine compound Phi (OAc)2 to give... 

Na-a-naphthylacetate stirred 5-10 min. at room temp, with phosphonitrile chloride in tetrahydrofuran, a 6-10-fold excess of cyclohexylamine added, and stirring continued 5-10 min. -> N-cyclohexyl-a-naphthylacetamide. Y 82%. - A variety of solvents may be used for this simple and mild reaction, which gives high yields even with polyfunctional acids. F. e., also from the acids with and without triethylamine, and hydrazides s. L. Caglioti, M. Poloni, and G. Rosini, J. Org. Chem. 33, 2979 (1968). 

Ammon i a Methylamine Ammonium chloride Methyl ammonium chloride Anilinium chloride Cyclohexylamine, piperidine Cyclohexyl ammonium ion Aniline... 

Cyclohexyl Isocyanide Several methods are available for the synthesis of cyclohexyl isocyanide. However, it can be readily prepared from the corresponding formamide in the presence of POCI3 or cyanuric chloride [98]. It is a colorless liquid having an offensive odor. Although cyclohexyl isocyanide (Izc) has been known for several years and commercially available, traditionally it has been used as a NCIC in MCRs. Recently, Yan and coworkers have reported that Izc can be used as a CIC in the presence of TFA in methanol under MWI. They employed this methodology for their fluorous synthesis of 1,4-BDZs 270 (Scheme 7.85), which can be further modified via the Suzuki coupling to obtain 272 [99]. Deprotection of cyclohexylamine has also been observed in the presence of Lewis acids [96]. 

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