Sodium Hydroxide → 4-[4-(tert-Butoxycarbonyl)piperazin-1-yl]benzoic acid

HRID 265890

Reaktionsgleichung

Reaktionsgleichung von HRID 265890
[C:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20]C)=[O:19])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[OH-].[Na+].OS([O-])(=O)=O.[K+]>C(O)C>[C:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[CH:16][C:17]([C:18]([OH:20])=[O:19])=[CH:22][CH:23]=2)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 516920Potassium bisulfateHCID 27955131-Boc-4-(4-methoxycarbonylphenyl)piperazine

Produkt 1

HCID 27955084-[4-(tert-Butoxycarbonyl)piperazin-1-yl]benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

A mixture of 22-3 (700 mg, 2.2 mmol), 1N NaOH, and ethanol (10 mL) was heated at 40° C. for 4 hours. The cooled reaction mixture was acidified with 10% KHSO4 and then extracted with EtOAc. The organic portion was washed with brine, dried (MgSO4) and concentrated to give 22-4 as a white solid. TLC Rf =0.80 (silica, 10:0.5:0.5 CH2Cl2 /CH3OH/AcOH);

Aufarbeitung

  1. customThe cooled reaction mixture
  2. extractionextracted with EtOAc
  3. washThe organic portion was washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-1ddb7e0c951248ec9b33ae5c1059cfd4
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05648368

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