Partially Fluorinated Aliphatic Compounds by Reductive Desulfurization of Substituted Thiophene

Autor:	H. Gisser, S. Portnoy
Rok vydání:	1962
Předmět:	chemistry.chemical_classification Olefin fiber Ketone Organic Chemistry Alcohol Clemmensen reduction Condensation reaction Chloride Raney nickel chemistry.chemical_compound chemistry Thiophene medicine Organic chemistry medicine.drug
Zdroj:	The Journal of Organic Chemistry. 27:3331-3332
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo01056a518
Popis:	The preparation of partially fluorinated organic compounds via reductive desulfurization of appropriately substituted thiophene was investigated. Condensation of a fluoro acid chloride with a thienyl halide was accomplished by a reverse Grignard procedure. Conventional acid condensation techniques did not work. The resulting compound was desulfurized with Raney nickel yielding the aliphatic alcohol and ketone. The alcohol was dehydrated to the olefin and then hydrogenated to the saturated hydrocarbon. The Wolff-Kischner and Clemmensen reduction of the fluorinated ketone were unsuccessful. (Author)
Databáze:	OpenAIRE
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