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Hydrochloric Acid → 2-Aminooctadecane-1,3,4-triol--hydrogen chloride (1/1)

HRID 1604752
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1604752
[H-].[Al+3].[Li+].[H-].[H-].[H-].O[N:8]=[C:9]([C:14](=[O:34])[CH:15]([O:30]C(=O)C)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[C:10](OC)=[O:11].[ClH:35]>O1CCCC1>[ClH:35].[NH2:8][CH:9]([CH:14]([OH:34])[CH:15]([OH:30])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:10][OH:11]
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Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 178443136HCID 178443136, Verbindung

Produkt 1

HCID 193476832-Aminooctadecane-1,3,4-triol--hydrogen chloride (1/1)

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

0.275 mol of lithium aluminum hydride was introduced, under argon, with continual stirring, into tetrahydrofuran. The solution was then cooled to a temperature of 0° C., and 0.055 mol of methyl 2-hydroxyimino-3-oxo-4-acetoxyoctadecanoate was slowly added. The reaction mixture was then gradually heated to 60° C. At the end of the reaction, marked by the disappearance of the starting materials, the reaction mixture was hydrolysed while cold with a hydrochloric acid solution. A precipitate formed, which was filtered off, and then the solvent was evaporated under vacuum. After crystallizing from a mixture of ethyl ether and acetonitrile, a white solid was obtained which, filtered and dried, gave 14.2 g of 2-aminooctadecane-1,3,4-triol hydrochloride in the form of a white powder.

Aufarbeitung

  1. additionwas slowly added
  2. customAt the end of the reaction
  3. customA precipitate formed
  4. filtrationwhich was filtered off
  5. customthe solvent was evaporated under vacuum
  6. customAfter crystallizing from a mixture of ethyl ether and acetonitrile
  7. customa white solid was obtained which
  8. filtrationfiltered
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b199fd8cc7d24a76a79a2435d6404f1e
Quelldatensatz
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05994586

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