Reaktion #521868

Reaktionsgleichung

8-chloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid

4-hydroxypiperidine

→

8-(4-hydroxy-1-piperidyl)-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid

Ausbeute 23.9%

Lösungsmittel

N-methylpyrrolidone

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIn a 100 ml flask were placed
2. 2
   SonstigeN-methylpyrrolidone and excessive 4-hydroxypiperidine were removed under reduced pressure
3. 3
   workup.ADDITIONTo the residue were added dimethylformamide, ethanol and water
4. 4
   workup.WAITto stand overnight
5. 5
   Sonstigeto give 2.3 g of crude crystals which
6. 6
   Sonstigewere recrystallized from ethanol-water

Vorschrift

In a 100 ml flask were placed 6.1 g of 8-chloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, 9.5 g of 4-hydroxypiperidine and 60 ml of N-methylpyrrolidone and the mixture was stirred at 150° C. in an argon gas atmosphere. After 6 hours, N-methylpyrrolidone and excessive 4-hydroxypiperidine were removed under reduced pressure. To the residue were added dimethylformamide, ethanol and water and allowed to stand overnight to give 2.3 g of crude crystals which were recrystallized from ethanol-water to give 1.8 g of 8-(4-hydroxy-1-piperidyl)-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid. m.p. 238°-240° C.

Quelle