Sodium Hydroxide → 1,4-Dibenzylpiperazine-2-carboxylic acid

HRID 1713491Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1713491
Cl.Cl.[C:3]1([CH2:9][N:10]2[CH2:15][CH2:14][N:13]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:12][CH:11]2[C:23]([O:25]CC)=[O:24])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[OH-].[Na+]>C(O)C>[C:3]1([CH2:9][N:10]2[CH2:15][CH2:14][N:13]([CH2:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:12][CH:11]2[C:23]([OH:25])=[O:24])[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 68419710Ethyl 1,4-dibenzylpiperazine-2-carboxylate dihydrochloride

Produkt 1

HCID 223242451,4-Dibenzylpiperazine-2-carboxylic acidAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To ethyl 1,4-bis(phenylmethyl)-2-piperazine carboxylate dihydrochloride (21 g, 52 mmol) were added ethanol (300 mL) and a 1 M aqueous sodium hydroxide solution (300 mL, 0.30 mmol), and the mixture was stirred at 80° C. for 3 hours. The reaction solution was concentrated, and then 1 M hydrochloric acid was added thereto until the pH was adjusted to 5. The reaction solution was extracted with ethyl acetate, dried over anhydrous sodium sulfate and concentrated under reduced pressure. To the resulting crystals was added diethyl ether, collected by filtration, and washed with diethyl ether to obtain the title compound (12 g, yield 76%).

Aufarbeitung

  1. concentrationThe reaction solution was concentrated
  2. addition1 M hydrochloric acid was added
  3. extractionThe reaction solution was extracted with ethyl acetate
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. additionTo the resulting crystals was added diethyl ether
  7. filtrationcollected by filtration
  8. washwashed with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-f04e8b7c5e5e44ffa385461a767067a2
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07795267B2

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