1002-69-3Relevant articles and documents
Supported complexes of cupric chloride with DMF as catalysts in the reaction of CCl4 with n-decane
Golubeva,Nevskaya,Vorontsov,Abdrashitov
, p. 1741 - 1744 (1997)
The complex of cupric chloride with DMF immobilized on the surface of silica gel exhibits high catalytic activity in the reaction of tetrachloromethane with n-decane. The fact that the reaction is inhibited by phenols and oxygen implies that it occurs by
Continuous flow synthesis of n-alkyl chlorides in a high-temperature microreactor environment
Reichart, Benedikt,Tekautz, Guenter,Kappe, C. Oliver
, p. 152 - 157 (2013)
Applying continuous flow processing in a high-temperature/high-pressure regime, n-alkyl chlorides can be prepared in high yields and selectivity by direct uncatalyzed chlorodehydroxylation of the corresponding n-alcohols with 30% aqueous hydrochloric acid. Optimum conditions for the preparation of n-butyl and n-hexyl chloride involve the use of a glass microreactor chip, a reaction temperature of 160-180 C (20 bar backpressure) and a residence time of 15 min.
Ionic liquids as reagents and solvents in conjunction with microwave heating: Rapid synthesis of alkyl halides from alcohols and nitriles from aryl halides
Leadbeater, Nicholas E.,Torenius, Hanna M.,Tye, Heather
, p. 2253 - 2258 (2003)
We show that using ionic liquids as reagents in conjunction with microwave heating it is possible to prepare primary alkyl halides from the corresponding alcohols rapidly. Using ionic liquids as solvents in conjunction with microwave heating it is possible to prepare aryl nitriles from the corresponding aryl bromides or iodides. The scope and limitations of using microwave-promotion as a tool in these reactions is discussed.
Electrochemical deoxygenation of primary alcohols
Lam, Kevin,Mark, István E.
, p. 1235 - 1239 (2012)
Direct electrolysis of primary alcohols, in the presence of methyl toluate, leads smoothly to the formation of the corresponding deoxygenated product in high yield. Georg Thieme Verlag Stuttgart · New York.
Organic Synthesis in Micellar Media. Oxidation of Alcohols and Their Conversion into Alkyl Chlorides
Jursic, Branko
, p. 868 - 871 (1988)
The use of micelles was investigated for various organic reactions: oxidation of alcohols with sodium hypochlorite in micelles, oxidation of alcohols with hexadecyltrimethylammonium chromate as micelle, and conversion of primary alcohols to 1-chloroalkanes by aqueous hydrogen chloride in the presence of micelles.In all cases, product isolation was simple and satisfactory yields were obtained.
The Use of Silica Gel-Supported Ionenes as Reagents and Catalysts for Several Substitution Reactions in Toluene
Ohtani, Noritaka,Chida, Kosaku,Serita, Hajime,Matsunaga, Toshiaki,Kimura, Chikai
, p. 4371 - 4378 (1988)
Several ionene bromides were used as reagents for the displacement of decyl methanesulfonate into 1-bromodecane.They were reactive when adsorbed by silica gel.The enhanced activities of the ionenes were hardly dependent on their structures and molecular weights but decreased gradually with increasing the amount of ionene adsorbed by silica gel.Ionene chlorides exhibited a similar enhancement of reactivity when adsorbed by silica gel.However, unlike the ionenes, a large increase in activity due to adsorption was not observed with pendant-type polycations such as poly(4-vinylpyridinium bromide) and poly.The silica gel-supported ionenes also exhibited excellent catalytic activities for solid-liquid-solid triphase substitution reactions, particularly for the reactions between 1-bromodecane and such inorganic salts as consisted of relatively hard-basic nucleophilic anions.
Cross-coupling reaction of alkyl halides with alkyl grignard reagents catalyzed by cp-iron complexes in the presence of 1,3-butadiene
Iwasaki, Takanori,Shimizu, Ryohei,Imanishi, Reiko,Kuniyasu, Hitoshi,Kambe, Nobuaki
, p. 763 - 766 (2018)
Iron-catalyzed cross-coupling reaction of alkyl halides with alkyl Grignard reagents by the combined use of cyclopentadienyl ligand and 1,3-butadiene additive is described. The reaction smoothly proceeds at room temperature using unactivated alkyl bromides and fluorides via non-radical mechanism, which is in sharp contrast with hitherto known Fe-catalyzed cross-coupling reactions of alkyl halides.
Cu-catalyzed alkylation of Grignard reagents: A new efficient procedure
Cahiez, Gérard,Chaboche, Christophe,Jézéquel, Michelle
, p. 2733 - 2737 (2000)
The presence of NMP (4-9 equiv.) clearly improves the yield and the chemoselectivity of the Cu-catalyzed alkylation of organomagnesium reagents. Thus, secondary and tertiary alkylmagnesium chlorides were used successfully for the first time in such a reaction and ester, amide, nitrile or keto groups are tolerated. The procedure is cheap, environmentally friendly and very easy to carry out (1-3% Li2CuCl4 or CuCl, THF, 20°C). It is an interesting alternative to the classical alkylation of organocuprates reagents. (C) 2000 Published by Elsevier Science Ltd.
Conversion of alcohols into alkyl chlorides using trichloroisocyanuric acid with triphenylphosphine
Hiegel, Gene A.,Rubino, Mark
, p. 2691 - 2694 (2002)
Trichloroisocyanuric acid with triphenylphosphine in anhydrous acetonitrile will convert alcohols into alkyl halides.
The versatile behavior of the PdCl2/Et3SiH system. Conversion of alcohols to the corresponding halides and alkanes
Ferreri,Costantino,Chatgilialoglu,Boukherroub,Manuel
, p. 135 - 137 (1998)
The versatility of the palladium(II) chloride/triethylsilane system has been tested in the transformation of alcohols. The conversion to the corresponding halides and alkanes has been achieved in good yields and in the absence of solvent for a variety of substrates.
