Hydrochloric Acid → Methyl-phenethyl-piperidin-4-YL-amine

HRID 2257134Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2257134
Cl.[CH3:2][N:3]([CH:12]1[CH2:17][CH2:16][N:15](CC2C=CC=CC=2)[CH2:14][CH2:13]1)[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[H][H]>C(O)C.O.[C].[Pd]>[CH3:2][N:3]([CH:12]1[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]1)[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

7

Edukt 3

HCID 313Hydrochloric AcidHCID 13784444-[N-methyl-N-(2-phenylethyl)amino]-1-benzylpiperidineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 10856966Methyl-phenethyl-piperidin-4-YL-amineAusbeute 70,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

60 ml of concentrated hydrochloric acid and 13.3 g of 10% palladium-carbon were added to a solution of 266 g of 4-[N-methyl-N-(2-phenylethyl)amino]-1-benzylpiperidine in 1 liter of ethanol and 500 ml of water. The mixture was stirred at a hydrogen pressure of 1 atm. at 60° C. for 5 hours. 10% palladium-carbon was removed by filtration and then washed with ethanol. The filtrate and the washings were combined and concentrated under reduced pressure. The residue was added to ice water. The mixture was made alkaline with a 25% aqueous sodium hydroxide solution and then extracted with methylene chloride. The extract was water-washed and then concentrated under reduced pressure. The residue was subjected to vacuum distillation to obtain 131.9 g of 4-[N-methyl-N-(2-phenylethyl)amino]piperidine as a colorless oil.

Aufarbeitung

  1. custom10% palladium-carbon was removed by filtration
  2. washwashed with ethanol
  3. concentrationconcentrated under reduced pressure
  4. additionThe residue was added to ice water
  5. extractionextracted with methylene chloride
  6. washwashed
  7. concentrationconcentrated under reduced pressure
  8. distillationThe residue was subjected to vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-ccaefee9825b4c4a9a5e209782ff7498
Quelldatensatz
uspto-grants-1997_08
Patentnummer
US05656642

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