Sodium Hydroxide → 7,9-dichloro-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-4-carboxylic acid

HRID 47362

Reaktionsgleichung

Reaktionsgleichung von HRID 47362
C([O:3][C:4]([CH:6]1[CH:15]2[CH2:16][CH:17]=[CH:18][CH:14]2[C:13]2[C:12]([Cl:19])=[CH:11][C:10]([Cl:20])=[CH:9][C:8]=2[NH:7]1)=[O:5])C.[OH-].[Na+]>C(O)C>[Cl:20][C:10]1[CH:11]=[C:12]([Cl:19])[C:13]2[CH:14]3[CH:18]=[CH:17][CH2:16][CH:15]3[CH:6]([C:4]([OH:5])=[O:3])[NH:7][C:8]=2[CH:9]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 98832257,9-dichloro-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-4-carboxylic acid ethyl ester

Produkt 1

HCID 29147727,9-dichloro-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Compound 1 was saponified with 1.0 ml sodium hydroxide solution (6N, water) in 20.0 ml ethanol. The ethanolic solution was concentrated to small volume on a rotary evaporator, the residue was taken up in water, reacted with 6N HCl and the aqueous solution extracted three times over ether. The organic phase was washed neutral with water, dried over magnesium sulphate and concentrated to a reduced volume on a rotary evaporator.

Aufarbeitung

  1. concentrationThe ethanolic solution was concentrated to small volume on a rotary evaporator
  2. customreacted with 6N HCl
  3. extractionthe aqueous solution extracted three times over ether
  4. washThe organic phase was washed neutral with water
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated to a reduced volume on a rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-cf3b603d4cea4b518d3f7d1107febe51
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06699877B2

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