1,3-Propanediamine → Benzyl (3-aminopropyl)carbamate

HRID 538897

Reaktionsgleichung

Reaktionsgleichung von HRID 538897
[CH2:1]([NH2:5])[CH2:2][CH2:3][NH2:4].[C:6](=O)([O:15]C1C=CC=CC=1)[O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>CCO>[NH2:4][CH2:3][CH2:2][CH2:1][NH:5][C:6](=[O:15])[O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

4

Edukt 2

HCID 4281,3-PropanediamineHCID 11183772Benzyl phenyl carbonate

Produkt 1

HCID 417669Benzyl (3-aminopropyl)carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 1,3-propanediamine (6.50 g, 87.0 mol) in 250 mL of abs. EtOH was added benzyl phenyl carbonate (20.0 g, 87.0 mmol). The solution was stirred overnight. A white precipitate formed. The solvent was removed in a rotary evaporator, and the residue was taken up with 100 ml of distilled H2O. This was followed by acidification with 2M HCl to pH 1-2, and 4× extracting with 250 mL of CH2Cl2 each time. The aqueous phase was rendered strongly alkaline with 2M NaOH and extracted 4× with 250 mL of CH2Cl2 each time. The combined organic phases were dried over Na2SO4, subsequently the solvent was removed in a rotary evaporator to obtain the product as a viscid white mass (4.70 g, 26%).

Aufarbeitung

  1. customA white precipitate formed
  2. customThe solvent was removed in a rotary evaporator
  3. extractionextracting with 250 mL of CH2Cl2 each time
  4. extractionextracted 4× with 250 mL of CH2Cl2 each time
  5. dry with materialThe combined organic phases were dried over Na2SO4
  6. customsubsequently the solvent was removed in a rotary evaporator
  7. customto obtain the product as a viscid white mass (4.70 g, 26%)

Quellen und Nachweise

ORD-Eintrag
ord-5405fbd92faa4027a0d90af56d769c72
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08865863B2

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