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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 62258Erstellt: 24. Oktober 2026

p-Toluenesulfonic acid → (E)-5-bromo-6-methoxy-2-(4-((trifluoromethyl)thio)benzylidene)-2,3-dihydro-1H-inden-1-one

https://huagongshe.com/de/reaction/62258

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
Edukt4-[(Trifluoromethyl)sulfanyl]benzaldehydeHCID 2777846—
Edukt5-Bromo-6-methoxy-1-indanoneHCID 22278718—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(E)-5-bromo-6-methoxy-2-(4-((trifluoromethyl)thio)benzylidene)-2,3-dihydro-1H-inden-1-oneHCID 117940068—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

To a solution of 11 (250 mg, 1.04 mol) in toluene 15 mL was added 4-((trifluoromethyl)thio)benzaldehyde 72 (235 mg, 1.144 mol). PTSA (357 mg, 2.08 mol) was added to the reaction mass, which was stirred at 120° C. for 6 h, 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 104 which was purified through flash chromatography by using 100-200 mesh silica gel. The compound 104 was eluted at 10% ethyl acetate in hexane to afford yellow coloured solid (E)-5-bromo-6-methoxy-2-(4-((trifluoromethyl)thio)benzylidene)-2,3-dihydro-1H-inden-1-one 104.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09446047B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-afead9864c3f4ea78d16569e61379d6c
Quellennotizuspto-grants-2016_09