Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 882090Erstellt: 26. Oktober 2026

Acetoacetic Acid → Acetoacetic Acid

https://huagongshe.com/reaction/882090

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetoacetic AcidHCID 96—
EduktPyridineHCID 1049—
EduktTriethylamineHCID 8471—
EduktThionyl ChlorideHCID 24386—
LösungsmittelEthanolHCID 702—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
ProduktAcetoacetic AcidHCID 96—
Produkt5-Ethyl-2-pyridineethanolHCID 78894—

Reaktionsschritte

Bromination of olefin 2 with bromine in a neutral solvent e.g. dichloromethane, carbon tetrachloride, can give 5. Similarly, cyclic sulfate 10a may be prepared via oxidation of cyclic sulfite 10b, which in turn may be obtained form diol 11 by reacting with thionyl chloride, in the presence of bases e.g. pyridine, triethylamine. The formation of diol 11, can be achieved from diacetate 17, by treatment with base in water or methanol or ethanol. Alternatively, one can also prepare diol 11, from the diacetate 17 which in turn can be obtained from N-oxide of 5-ethyl-2-pyridyl-2-ethanol as shown in scheme I. In all the above transformations (Scheme 1) upon completion of the reaction, the desired compound is easily isolated from the reaction mixture in a most conventional manner eg. extracting in organic layer, washing with water, drying organic layer, concentrating and purifying/crystallizing the desired final product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08993773B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-fb9148b2af49417ba8cafbe434ed2e9f
Quellennotizuspto-grants-2015_03