FIELD: organic chemistry, chemical technology.
SUBSTANCE: invention relates to a method for synthesis of saturated ketones from corresponding unsaturated compounds (enones) using sodium dithionite as a reducing agent in an aqueous-organic medium based on surface-active substances. Method is carried out by reduction of unsaturated ketones of the general formula (I): to saturated ketones of the general formula (II): wherein R means lower alkyl or phenyl; R1 means hydrogen atom, (C3-C6)-alkyl or phenyl; R2 means alkyl or (C3-C6)-cycloalkyl, or alkyl substitutes R1 and R2 can form in common 5-6-membered carbocycle; R3 means hydrogen atom. The reduction reaction is carried out with sodium dithionite in an aqueous-organic microemulsion medium containing a surface-active substance as a solubilizing agent, aliphatic alcohols of normal or branched structure with number of carbon atoms from 3 to 5 as a co-solubilizing agent, and water in the mole ratio = 1:(4-6):(200-400), respectively, in the presence of electrolyte. The end substance is isolated by extraction. Method involves using anionic or cationic surface-active substances of the general formula: CnH2n+1X wherein X means -OSO3M, -SO3M, -COOM, -NMe3Hlg (wherein M means alkaline metal or ammonium; Hlg means halide); n = 11-16. Alkaline metal carbonates or hydrocarbonates are used as an electrolyte. Invention provides using inexpensive available reducing agent, simplifying process, enhancing purity and yield of the end substance.
EFFECT: improved method of synthesis.
3 cl, 9 ex
Title | Year | Author | Number |
---|---|---|---|
METHOD FOR PREPARING 24-EPIBRASSINOLIDE | 2004 |
|
RU2272044C1 |
METHOD OF HYDROGENATING ALPHA, BETA-UNSATURATED KETONES | 2013 |
|
RU2529032C1 |
METHOD OF HYDROGENATING α, β-UNSATURATED KETONES | 2013 |
|
RU2529033C1 |
METHOD OF PREPARING SENNOSIDE A, B AND $$$ MIXTURE, MIXTURE OF SENNOSIDES A, B AND $$$ AND PURGATIVE AGENT BASED ON THEREOF | 1992 |
|
RU2104281C1 |
METHOD FOR RASPBERRY KETONE PRODUCTION | 2016 |
|
RU2637312C1 |
METHOD OF PREPARING DIACETYLRHEIN AT LOW CONTENT OF ALOE-EMODIN IMPURITIES AND DIACETYLRHEIN-CONTAINING PHARMACEUTICAL AGENT | 1992 |
|
RU2125875C1 |
METHOD OF PRODUCING UNSATURATED KETONES | 0 |
|
SU1098210A1 |
CATALYST AND METHOD FOR OBTAINING HIGHER 2-KETONES C5-C10 | 2022 |
|
RU2790246C1 |
PRODUCTION OF HETEROCYCLIC KETONES | 2003 |
|
RU2325383C2 |
METHOD OF OBTAINING 4-(POLYALKOXYPHENYL)-2-PYRROLIDONES | 0 |
|
SU649312A3 |
Authors
Dates
2007-02-20—Published
2005-12-06—Filed