Diisopropyl Ether → 16-Aminohexadecan-1-ol

HRID 1740787Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1740787
C(OC(C)C)(C)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH2:14][CH2:15][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][CH2:29][C:30](OC)=[O:31].[OH-].[Na+]>O.O1CCCC1>[NH2:14][CH2:15][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][CH2:29][CH2:30][OH:31]

Komponenten

7

Edukt 4

HCID 7914Diisopropyl EtherHCID 14798Sodium HydroxideHCID 19372161HCID 19372161, VerbindungHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 1327223316-Aminohexadecan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

In a mixed solvent of 75 ml of isopropyl ether and 25 ml of tetrahydrofuran was suspended 1.0 g of lithium aluminum hydride and to the suspension was added with stirring at room temperature 2.45 g of crystalline methyl 16-aminohexadecanoate and the mixture was stirred overnight. To the reaction solution were added successively 1 ml of water, 1 ml of a 10% aqueous solution of sodium hydroxide and 3 ml of water and the insolubles thus precipitated out were filtered off. The insolubles were extracted with a mixed solvent of chloroform and methanol. Then, the extract was combined with the filtrate and the mixture was distilled to afford the title compound as a colorless crystal.

Aufarbeitung

  1. additionto the suspension was added
  2. customthe insolubles thus precipitated out
  3. filtrationwere filtered off
  4. extractionThe insolubles were extracted with a mixed solvent of chloroform and methanol
  5. distillationthe mixture was distilled

Quellen und Nachweise

ORD-Eintrag
ord-5640207301ec449fa439c4eff4c6f059
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05972943

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