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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 732237Erstellt: 24. Oktober 2026

Boron trifluoride → 4-(5-Isopropyl-2-Methyl-1,3-Thiazol-4-Yl)-Phenol

https://huagongshe.com/de/reaction/732237

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBoron trifluorideHCID 6356—
EduktSodium CyanideHCID 8929—
EduktBromic acidHCID 24445—
Edukt5-Isopropyl-4-(4-Methoxy-Phenyl)-2-Methyl-1,3-ThiazoleHCID 57838363—
KatalysatorTetrabutylammonium IodideHCID 67553—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelDiethyl EtherHCID 3283—
Produkt4-(5-Isopropyl-2-Methyl-1,3-Thiazol-4-Yl)-PhenolHCID 16202444—

Reaktionsschritte

In the fourth step, the compound (5) prepared in the third step is reacted with bromic acid and acetic acid, sodium cyanide and dimethylsulfoxide, or tetrabutylammonium iodide and boron trifluoride.diethylether, to afford 4-(5-isopropyl-2-methyl-1,3-thiazol-4-yl)-phenol (6). Conventionally, ethanethiol is used, whereby offensive odors occur and reagent handling is difficult to the extent of being unsuitable for use in mass production. However, in the present invention, the use of the compound (5) and the above materials reacting therewith, in particular, bromic acid and acetic acid result in decreased offensive odors, low price, simple reagent handling and a drastically increased preparation yield (yield: 84%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07585979B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-125362ffe0174e0bb4b5bb8def022a0f
Quellennotizuspto-grants-2009_09