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Iodoethane → HCID 15745497, Verbindung

HRID 2051589
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2051589
[NH2:1][C@H:2]([CH2:7][OH:8])[CH2:3][CH:4]([CH3:6])[CH3:5].[H-].[Na+].[CH2:11](I)[CH3:12]>C1COCC1>[CH2:11]([O:8][CH2:7][C@@H:2]([NH2:1])[CH2:3][CH:4]([CH3:6])[CH3:5])[CH3:12]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6340IodoethaneHCID 24758Sodium hydride2×HCID 111307L-Leucinol

Produkt 1

HCID 15745497HCID 15745497, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

(S)-leucinol (6.4 mL, 5 mmol) was added over 30 minutes to a well stirred slurry of 6% sodium hydride (2.2 g, 55 mmol) in THF (50 mL) at room temperature under N2. After all of the sodium hydride had reacted, a solution of ethyl iodide (4 mL, 50 mmol) in THF (50 mL) was added and the reaction stirred at 20°-25° C. for 20 hours. THF was removed under reduced pressure and the residue partitioned between diethyl ether and brine. The ether extract was dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was flash chromatographed over silica gel and pure aminoether eluted with a mixture of 10% isopropanol and 90% chloroform.

Aufarbeitung

  1. customTHF was removed under reduced pressure
  2. customthe residue partitioned between diethyl ether and brine
  3. extractionThe ether extract
  4. dry with materialwas dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customchromatographed over silica gel and pure aminoether
  8. washeluted with a mixture of 10% isopropanol and 90% chloroform

Quellen und Nachweise

ORD-Eintrag
ord-a3f3f228b85f44478248a16dd029eeff
Quelldatensatz
uspto-grants-1991_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05019647

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