Pyridine → 1H-Indole-6-carboxaldehyde

Temperatur

45 °C

To a solution of 6-cyanoindole (15.0 g) and sodium hypophosphite (90 g) in water (326 mL), acetic acid (326 mL), and pyridine (652 mL) was added Raney Nickel catalyst and the mixture stirred at 45° C. for 45 minutes. The mixture was filtered through Celite and the filtrate extracted with ethyl acetate (3×500 mL). The extracts were dried over sodium sulfate, filtered, and the filtrate concentrated under reduced pressure. The residue was crystallized from a mixture of dichloromethane and hexanes to provide 13.6 g (89%) of the title compound.

1. filtrationThe mixture was filtered through Celite
2. extractionthe filtrate extracted with ethyl acetate (3×500 mL)
3. dry with materialThe extracts were dried over sodium sulfate
4. filtrationfiltered
5. concentrationthe filtrate concentrated under reduced pressure
6. customThe residue was crystallized from a mixture of dichloromethane and hexanes

ORD-Eintrag

ord-5f783d89b2e94c15bce37332941c245c

Quelldatensatz

uspto-grants-2004_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06743785B2