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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 46373Erstellt: 24. Oktober 2026

3-Chloro-6-hydroxyacetophenone → (E)-1-(5-chloro-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one

https://huagongshe.com/de/reaction/46373

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-Chloro-6-hydroxyacetophenoneHCID 74061—
EduktDimethylformamide dimethyl acetalHCID 78373—
LösungsmittelIsopropanolHCID 3776—
Produkt(E)-1-(5-chloro-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-oneHCID 3372878893,8%

Reaktionsbedingungen

Temperatur45 °C

Reaktionsschritte

1-(5-chloro-2-hydroxyphenyl)ethanone, (165 g, 0.967 mol) was slurried in 2-propanol (1000 mL) then 1,1-dimethoxy-N,N-dimethylmethanamine (258.28 mL, 1.93 mol) was added and the resulting yellow solution was stirred at 45° C. for 18 hours. The resulting suspension was cooled to room temperature and stirred for a further 48 hours. The solid was filtered off, washed with 2-propanol (2×200 mL) and then tert-butylmethyl ether (200 mL) then dried to give the title compound as a bright yellow solid, (204.59 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541588B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-3cd59b2213e54bb1bba92245806c50d0
Quellennotizuspto-grants-2013_09