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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77336Erstellt: 23. Oktober 2026

p-Toluenesulfonic acid → 2-(4-Bromo-2-chlorophenoxy)methyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane

https://huagongshe.com/de/reaction/77336

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
Edukt4-Bromo-2-chlorophenolHCID 19859—
Edukt2-Hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decaneHCID 66701518—
LösungsmittelTolueneHCID 1140—
Produkt2-(4-Bromo-2-chlorophenoxy)methyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decaneHCID 5103099195%

Reaktionsschritte

2-hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane (compound 1, 50 gm, 0.18 mole) was dissolved in toluene (300 ml) at room temperature. To this 44 gms of 2-chloro-4-bromophenol in toluene (150 ml) was added at room temperature 28° C. in the presence of ParaToluenesulfonic Acid (PTSA, 3.5 gm). Reaction mixture was refluxed with stirring for 13 hrs. It was then cooled and filtered. The filtrate was given water wash to bring the pH to neutral. Toluene was removed under vacuum to obtain a thick brick red colored product 95% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841296B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-0b06f1d871e44007ad9e616efa9e2839
Quellennotizuspto-grants-2014_09