1,3-Diamino-2-propanol → 1-Amino-3-[1,5-di-(3,3-dimethylnorborn-2-yl)-3-pentylamino]-2-propanol

HRID 1439312

Reaktionsgleichung

Reaktionsgleichung von HRID 1439312
[CH3:1][C:2]1([CH3:24])[CH:7]2[CH2:8][CH:4]([CH2:5][CH2:6]2)[CH:3]1[CH2:9][CH2:10][C:11](=O)[CH2:12][CH2:13][CH:14]1[C:19]([CH3:21])([CH3:20])[CH:18]2[CH2:22][CH:15]1[CH2:16][CH2:17]2.[NH2:25][CH2:26][CH:27]([OH:30])[CH2:28][NH2:29].[H][H]>C(O)C.[Pt]=O>[NH2:25][CH2:26][CH:27]([OH:30])[CH2:28][NH:29][CH:11]([CH2:12][CH2:13][CH:14]1[C:19]([CH3:21])([CH3:20])[CH:18]2[CH2:22][CH:15]1[CH2:16][CH2:17]2)[CH2:10][CH2:9][CH:3]1[C:2]([CH3:24])([CH3:1])[CH:7]2[CH2:8][CH:4]1[CH2:5][CH2:6]2

Komponenten

6

Edukt 3

HCID 611571,3-Diamino-2-propanolHCID 213328461,5-Di-(3,3-dimethylnorborn-2-yl)-3-pentanoneHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 213906211-Amino-3-[1,5-di-(3,3-dimethylnorborn-2-yl)-3-pentylamino]-2-propanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 82844Platinum oxide (PtO)KatalysatorHCID 702EthanolLösungsmittel2×

Versuchsvorschrift

A solution of 1,5-di-(3,3-dimethylnorborn-2-yl)-3-pentanone (13.2 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 2 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 oily 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-(3,3-dimethylnorborn-2-yl)-3-pentylamino]-2-propanol as a pale yellow oil.

Aufarbeitung

  1. temperatureThe resulting mixture is then heated
  2. temperatureat reflux for about 2 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-0941ac10129d4675bfbf7ecb6b15fd7d
Quelldatensatz
uspto-grants-1977_11
Patentnummer
US04058625

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