2-Chloro-5-[4-(2-dimethylamino-ethyl)-piperazin-1-yl]-benzoic acid ethyl ester → 2-Chloro-5-[4-(2-dimethylaminoethyl)-piperazin-1-yl]-benzoic acid

HRID 2047364Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2047364
C([O:3][C:4](=[O:23])[C:5]1[CH:10]=[C:9]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][N:19]([CH3:21])[CH3:20])[CH2:13][CH2:12]2)[CH:8]=[CH:7][C:6]=1[Cl:22])C>CCO.[OH-].[Na+]>[Cl:22][C:6]1[CH:7]=[CH:8][C:9]([N:11]2[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][N:19]([CH3:21])[CH3:20])[CH2:15][CH2:16]2)=[CH:10][C:5]=1[C:4]([OH:23])=[O:3]

Komponenten

4

Edukt 1

HCID 686703542-Chloro-5-[4-(2-dimethylamino-ethyl)-piperazin-1-yl]-benzoic acid ethyl ester

Produkt 1

HCID 686700692-Chloro-5-[4-(2-dimethylaminoethyl)-piperazin-1-yl]-benzoic acidAusbeute 58 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of 2-chloro-5-[4-(2-dimethylamino-ethyl)-piperazin-1-yl]-benzoic acid ethyl ester (0.46 g, 1.36 mmol) in EtOH (6 mL) and NaOH 10% (2 mL) was heated at reflux overnight, then the reaction mixture was cooled to room temperature and the organic solvent concentrated by evaporation under reduced pressure. The resulting solution was neutralized by dropwise addition of 1N HCl and the water was then evaporated under reduced pressure. The resulting residue was dissolved in EtOH (10 mL), the insoluble material was filtered off and the filtrate concentrated under reduced pressure at room temperature, to obtain 0.24 g of the title compound (58%) without additional purification.

Aufarbeitung

  1. temperatureat reflux overnight
  2. concentrationthe organic solvent concentrated by evaporation under reduced pressure
  3. additionThe resulting solution was neutralized by dropwise addition of 1N HCl
  4. customthe water was then evaporated under reduced pressure
  5. dissolutionThe resulting residue was dissolved in EtOH (10 mL)
  6. filtrationthe insoluble material was filtered off
  7. concentrationthe filtrate concentrated under reduced pressure at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-62e3c404776b437ba0e053aae2eda4b1
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08592463B2

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