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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2309123Erstellt: 26. Oktober 2026

4'-Hydroxyacetophenone → Acetate

https://huagongshe.com/reaction/2309123

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4'-HydroxyacetophenoneHCID 7469—
EduktPhenyl acetateHCID 31229—
Eduktalpha-HydroxyacetophenoneHCID 68490—
LösungsmittelHydrofluoric AcidHCID 14917—
ProduktAcetateHCID 175—
Produkt4-Methylphenyl acetateHCID 8797—
ProduktGuaiacyl acetateHCID 61155—

Reaktionsschritte

Dann and Mylius in a dissertation included as part of a series of Reports from the Institute for Applied Chemistry of the University of Erlangen, Annalen der Chemie, 587, 1 to 15, (1954) show the rearrangement of phenyl acetate in hydrogen fluoride to 4-hydroxyacetophenone, with a maximum yield of 81% after 24 hours of reaction time, and report a yield of 92% stated to be obtained by K. Weichert as reported in Angewandte Chemie, 56, 338 (1943). However, Dann and Mylius suggest that the difference in yields may be at least partly due to the previous ignoring by Weichert of the accompanying 2-hydroxyacetophenone. Dann and Mylius also report somewhat lower yields of hydroxy aromatic ketones from rearrangements in hydrogen fluoride of acresol acetate, p-cresol acetate, and guaiacol acetate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04692546
Quelldatensatzuspto-grants-1987_09
ORD IDord-a33b44d891f04e5cb2c843d557569f7b
Quellennotizuspto-grants-1987_09