Thionyl chloride-benzotriazole in methylene chloride: A convenient solution for conversion of alcohols and carboxylic acids expeditiously into alkyl chlorides and acid …
SS Chaudhari, KG Akamanchi
Index: Chaudhari, Sachin S.; Akamanchi, Krishnacharya G. Synlett, 1999 , # 11 p. 1763 - 1765
Full Text: HTML
Citation Number: 21
Abstract
Abstract: A solution of 1: 1 equivalent of thionyl chloride and benzotriazole in dry methylene chloride efficiently transforms alcohols and carboxylic acids into the corresponding alkyl chlorides and acid chlorides respectively at room temperature, with excellent yields by simple titration. Key words: benzotriazole, thionyl chloride, chlorination, alcohols, carboxylic acids
Related Articles:
Formation of benzylic chlorides by rearrangement of cycloheptatrienes with tellurium tetrachloride
[Albeck, Michael; Tamari, Tova; Sprecher, Milon Journal of Organic Chemistry, 1983 , vol. 48, # 13 p. 2276 - 2278]
[Kajigaeshi, Shoji; Kakinami, Takaaki; Moriwaki, Masayuki; Tanaka, Toshio; Fujisaki, Shizuo Tetrahedron Letters, 1988 , vol. 29, # 45 p. 5783 - 5786]
[Angewandte Chemie - International Edition, , vol. 43, # 11 p. 1414 - 1416]
The reaction between acyl halides and alcohols: Alkyl halide vs. Ester formation
[Strazzolini, Paolo; Giumanini, Angelo G.; Verardo, Giancarlo Tetrahedron, 1994 , vol. 50, # 1 p. 217 - 254]
Exploratory study of the intermolecular reactivity of excited diphenylmethyl radicals
[Journal of the American Chemical Society, , vol. 107, # 15 p. 4396 - 4403]