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HRID 62245Erstellt: 24. Oktober 2026

p-Toluenesulfonic acid → (E)-6-methoxy-5-morpholino-2-((3-(trifluoromethyl)pyridin-2-yl)methylene)-2,3-dihydro-1H-inden-1-one

https://huagongshe.com/de/reaction/62245

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
Edukt3-(Trifluoromethyl)pyridine-2-carboxaldehydeHCID 14761470—
Edukt6-Methoxy-5-morpholino-2,3-dihydro-1H-inden-1-oneHCID 117940128—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(E)-6-methoxy-5-morpholino-2-((3-(trifluoromethyl)pyridin-2-yl)methylene)-2,3-dihydro-1H-inden-1-oneHCID 117940089—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

To a solution of 13 (250 mg, 1.010 mmol) in toluene 10 mL was added 3-(trifluoromethyl) picolinaldehyde (177.0 mg, 1.010 mmol). PTSA (384.5 mg, 2.021 mmol) was added to the reaction mixture and 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 (E)-6-methoxy-5-morpholino-2-((3-(trifluoromethyl)pyridin-2-yl)methylene)-2,3-dihydro-1H-inden-1-one 67. The compound 67 was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted at 34% ethyl acetate in hexane to afford yellow coloured solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09446047B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-babc2e2bd5e740cc9204a60bebce58a9
Quellennotizuspto-grants-2016_09