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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 62269Erstellt: 24. Oktober 2026

p-Toluenesulfonic acid → (E)-5-bromo-6-methoxy-2-(3-(trifluoromethyl)benzylidene)-2,3-dihydro-1H-inden-1-one

https://huagongshe.com/de/reaction/62269

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
Edukt3-(Trifluoromethyl)benzaldehydeHCID 67990—
Edukt5-Bromo-6-methoxy-1-indanoneHCID 22278718—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(E)-5-bromo-6-methoxy-2-(3-(trifluoromethyl)benzylidene)-2,3-dihydro-1H-inden-1-oneHCID 117940380—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A solution of 11 (200 mg, 0.829 mmol) in toluene was added 3-(trifluoromethyl)benzaldehyde 99 (158.86 mg, 0.9128 mmol). PTSA (285.5 mg, 172.20 mmol) was added to the reaction mass. The reaction was stirred at 120° C. for 6 h. The reaction mass was diluted with ethyl acetate and washed with water (3×25 mL). The organic layer was dried over sodium sulphate and concentrated to get the crude compound 152 which was purified through flash chromatography by using 100-200 mesh silica gel. The compound (E)-5-bromo-6-methoxy-2-(3-(trifluoromethyl)benzylidene)-2,3-dihydro-1H-inden-1-one 152 was eluted at 30% ethyl acetate in hexane to afford yellow coloured solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09446047B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-ea18cb7f2a904ee09949cf7bbf975182
Quellennotizuspto-grants-2016_09