Lithium amide → HCID 21330294, Verbindung

HRID 616543

Reaktionsgleichung

Reaktionsgleichung von HRID 616543
[CH2:1]([C:3]1([CH3:14])[CH:8]([CH3:9])[CH:7]([OH:10])[CH2:6][C:5]([CH2:12][CH3:13])([CH3:11])[NH:4]1)[CH3:2].[C:15]([C:19]1[CH:28]=[CH:27][C:22]([C:23](OC)=[O:24])=[CH:21][CH:20]=1)([CH3:18])([CH3:17])[CH3:16].[NH2-].[Li+]>CCCCCCC>[C:15]([C:19]1[CH:20]=[CH:21][C:22]([C:23]([O:10][CH:7]2[CH2:6][C:5]([CH2:12][CH3:13])([CH3:11])[NH:4][C:3]([CH2:1][CH3:2])([CH3:14])[CH:8]2[CH3:9])=[O:24])=[CH:27][CH:28]=1)([CH3:18])([CH3:16])[CH3:17]

Komponenten

5

Edukt 3

HCID 24532Lithium amideHCID 97433Methyl p-tert-butylbenzoateHCID 221822412,6-Diethyl-2,3,6-trimethylpiperidin-4-ol2×

Produkt 1

HCID 21330294HCID 21330294, VerbindungAusbeute 104,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8900HeptaneLösungsmittel

Versuchsvorschrift

15.0 g of 2,6-diethyl-2,3,6-trimethyl-4-piperidinol (Compound 1) and 16.0 g of methyl p-t-butylbenzoate were dissolved in 500 ml of heptane. 1.5 g of lithium amide were then added to the solution and the mixture was refluxed by heating in a flask equipped with a Dean-Stark separator. 1.5 g of methanol were first removed and this was followed by 200 ml of heptane, which distilled off over a period of 3 hours. After cooling the reaction mixture, it was washed with water and dried over magnesium sulphate; the solvent was then removed by evaporation under reduced pressure. The residue was distilled under reduced pressure, giving 28.2 g of the title compound as a colourless liquid (bp 176° - 178° C/0.008 mmHg).

Aufarbeitung

  1. temperaturethe mixture was refluxed
  2. temperatureby heating in a flask
  3. customequipped with a Dean-Stark separator
  4. custom1.5 g of methanol were first removed
  5. distillationdistilled off over a period of 3 hours
  6. temperatureAfter cooling the reaction mixture, it
  7. washwas washed with water
  8. dry with materialdried over magnesium sulphate
  9. customthe solvent was then removed by evaporation under reduced pressure
  10. distillationThe residue was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d370690fe33242139b3c91d1546af39b
Quelldatensatz
uspto-grants-1978_02
Patentnummer
US04075165

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