Triethylamine → HCID 131720258, Verbindung

HRID 1490013Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1490013
[CH3:1][O:2][C:3](=[O:15])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=O.C(N(CC)CC)C.[C:23]([O:27][C:28](=[O:31])[NH:29][NH2:30])([CH3:26])([CH3:25])[CH3:24]>O1CCCC1>[CH3:1][O:2][C:3](=[O:15])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([NH:30][NH:29][C:28]([O:27][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:31])=[O:14]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 69957Monomethyl sebacateHCID 70091tert-Butyl carbazate

Produkt 1

HCID 131720258HCID 131720258, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

10.81 g (50 mmol) of sebacic acid monomethyl ester is dissolved in tetrahydrofuran and successively mixed with 8.32 ml (60 mmol) of triethylamine and 5.28 ml (55 mmol) of chloroformic acid ethyl ester [ethyl chloroformate] at -5° C. After 15 minutes 6.61 g (50 mmol) of tert-butylcarbazate in tetrahydrofuran is instilled at this temperature and then stirred at room temperature for 2 hours. The precipitate is suctioned off, the filtrate is concentrated by evaporation and taken up in ethyl acetate. The organic phase is successively washed with NaHCO3 solution, citric acid and water and dried on Na2SO4. The oil obtained after concentration by evaporation of the ethyl acetate is chromatographed on silica gel in diisopropyl ether.

Aufarbeitung

  1. concentrationthe filtrate is concentrated by evaporation
  2. washThe organic phase is successively washed with NaHCO3 solution, citric acid and water
  3. customdried on Na2SO4
  4. customThe oil obtained
  5. concentrationafter concentration
  6. customby evaporation of the ethyl acetate
  7. customis chromatographed on silica gel in diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-3802383485214f3ca8ce3c671227fff6
Quelldatensatz
uspto-grants-1997_10
Patentnummer
US05681543

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