1,5-Diphenylpentan-3-one → 1-Amino-3-[1,5-di-(phenyl)-3-pentylamino]-2-propanol

HRID 426909

Reaktionsgleichung

Reaktionsgleichung von HRID 426909
[C:1]1([CH2:7][CH2:8][C:9](=O)[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:19][CH2:20][CH:21]([OH:24])[CH2:22][NH2:23].[H][H]>[Pt]=O.C(O)C>[NH2:19][CH2:20][CH:21]([OH:24])[CH2:22][NH:23][CH:9]([CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

6

Edukt 3

HCID 214961,5-Diphenylpentan-3-oneHCID 611571,3-Diamino-2-propanolHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 234678011-Amino-3-[1,5-di-(phenyl)-3-pentylamino]-2-propanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 82844Platinum oxide (PtO)KatalysatorHCID 702EthanolLösungsmittel2×

Versuchsvorschrift

A solution of 1,5-di-(phenyl)-3-pentanone (9.5 g., 0.04 mole) in 50 cc. of anhydrous ethanol is added dropwise over about 20 minutes to a stirred solution of 1,3-diamino-2-hydroxypropane (25 g., 0.27 mole) in 200 cc. of ethanol. The resulting mixture is then heated at reflux for about two hours, allowed to cool, 1.0 g. platinum oxide added, and the mixture reduced under a 40 psi hydrogen atmosphere until hydrogen uptake ceases. The mixture is then filtered from the catalyst, concentrated in vacuo to remove the ethanol, the residue taken up in ether (250 cc.), washed with water, dried over sodium sulfate, filtered and concentrated in vacuo to yield the product 1-amino-3-[1,5-di-(phenyl)-3-pentylamino]-2-propanol.

Aufarbeitung

  1. temperatureThe resulting mixture is then heated
  2. temperatureat reflux for about two hours
  3. temperatureto cool
  4. filtrationThe mixture is then filtered from the catalyst
  5. concentrationconcentrated in vacuo
  6. customto remove the ethanol
  7. washwashed with water
  8. dry with materialdried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-dc42846afcdf406381c16cf35e65aa5e
Quelldatensatz
uspto-grants-1979_10
Patentnummer
US04172094

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