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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 63214Erstellt: 25. Oktober 2026

Water → Phenacyl bromide

https://huagongshe.com/reaction/63214

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt3',4',5'-TrimethoxyacetophenoneHCID 14345—
EduktBromineHCID 24408—
LösungsmittelEthanolHCID 702—
ProduktPhenacyl bromideHCID 625970%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Bromine (160 mg, 1 mmol) was added dropwise to a stirred solution of an 1-(3,4,5-trimethoxyphenyl)ethanone (210 mg, 1 mmol) in ethanol (30 mL) and the solution was stirred at 0° C. for 1 h and then poured into water to form a precipitate. This was recrystallized from ethanol to give bromoacetophenone (70%) and used directly for next step. A mixture of bromoacetophenone (288 mg, 1 mmol) and benzothioamide (137 mg, 1 mmol) in ethanol was refluxed for 1 h. The reaction mixture was concentrated in vacuo and purified with flash column to give 2i (167 mg, 51.1%). 1H NMR (500 MHz, CDCl3) δ 8.05-8.03 (m, 2H), 7.48-7.44 (m, 3H), 7.41 (s, 1H), 7.22 (s, 2H), 3.97 (s, 6H), 3.89 (s, 3H). MS (ESI) m/z 350.1 (M+Na)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447049B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-13f152d6181040ab9ea7572e54adea34
Quellennotizuspto-grants-2016_09