Reaktion #1519150
ord-baa79eb8954e4217a9cf27cd3e00b0b1
Reaktionsgleichung
sodium borohydride
quinoline
acetic acid
→
expected product
1-Acetyl-1,2-dihydroquinoline
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1TemperaturThe mixture is then heated for 2 hours at 60° C.
- 2EinengenThe mixture is concentrated
- 3workup.ADDITIONdiluted with water
- 4Extraktionextracted with ether
- 5WaschenThe combined ethereal phases are washed with 1N hydrochloric acid
Vorschrift
23.43 g of sodium borohydride are introduced, in portions, into a solution of 20 g of quinoline in 200 ml of acetic acid and 77.5 ml of acetic anhydride, cooled to 0° C. The mixture is then heated for 2 hours at 60° C. and is stirred overnight at ambient temperature. The mixture is concentrated, diluted with water, adjusted to pH=10 with sodium hydroxide solution and extracted with ether. The combined ethereal phases are washed with 1N hydrochloric acid and then at neutral pH and after conventional treatment the expected product is isolated.