Hydrochloric Acid → 4-cyclopentyl-5,6-dihydro4H-pyrrolo[3,2,1-ij]quinoline-1-carboxylic acid

HRID 500454Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 500454
C([O:3][C:4]([C:6]1[C:16]2=[C:17]3[C:12](=[CH:13][CH:14]=[CH:15]2)[CH2:11][CH2:10][CH:9]([CH:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)[N:8]3[CH:7]=1)=[O:5])C.[OH-].[Na+].Cl>O.C(O)C>[CH:18]1([CH:9]2[CH2:10][CH2:11][C:12]3[C:17]4=[C:16]([C:6]([C:4]([OH:5])=[O:3])=[CH:7][N:8]24)[CH:15]=[CH:14][CH:13]=3)[CH2:19][CH2:20][CH2:21][CH2:22]1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 686766484-cyclopentyl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1-carboxylic acid ethyl ester

Produkt 1

HCID 686748084-cyclopentyl-5,6-dihydro4H-pyrrolo[3,2,1-ij]quinoline-1-carboxylic acidAusbeute 85,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 4-cyclopentyl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1-carboxylic acid ethyl ester (1.45 g, 4.9 mmol) in water (10 ml) and ethanol (15 ml) was added sodium hydroxide (1.96 g, 49 mmol) and the reaction mixture heated at reflux overnight (˜14 h). The reaction was cooled and acidifed with 5 M HCl. The resulting white precipitate was filtered and dried in vacuo to give 4-cyclopentyl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1-carboxylic acid (1.13 g, 4.2 mmol) as a white solid.

Aufarbeitung

  1. temperaturethe reaction mixture heated
  2. temperatureat reflux overnight (˜14 h)
  3. temperatureThe reaction was cooled
  4. filtrationThe resulting white precipitate was filtered
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ef7ee6d06c444907bb5faeba78d38214
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772227B2

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