L-Phenylalanine → HCID 66739398, Verbindung

HRID 1640345Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1640345
[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:13](O)[CH2:14][CH2:15]CCCCCCCCC>S(=O)(=O)(O)O.O.C1(C)C=CC=CC=1>[C:10]([OH:12])(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:13][CH2:14][CH3:15].[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

6

Edukt 2

HCID 6140L-PhenylalanineHCID 81931-Dodecanol

Produkt 1

HCID 66739398HCID 66739398, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittel2×HCID 1118Sulfuric AcidLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

16.52 g of phenylalanine was dissolved in a solution of 10 g of concentrated sulfuric acid, 20 mL water, 20 mL of dodecanol, and 120 mL of toluene in a 500 mL round bottom flask equipped with a condenser and a Dean-Stark apparatus. The resulting solution was heated at reflux temperature until no more water could be distilled. The resulting solution was then cooled to room temperature and washed with saturated aqueous sodium bicarbonate to neutralize acidic impurities, washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was then removed under reduced pressure to provide phenylalanine dodecanoate as a solid that was purified using a silica gel column eluted with a 1:9 methanol:dichloromethane mixture.

Aufarbeitung

  1. customequipped with a condenser
  2. temperatureThe resulting solution was heated
  3. distillationcould be distilled
  4. washwashed with saturated aqueous sodium bicarbonate
  5. washwashed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was then removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3abd9bfa9fbb40669bbf02f197c4a3ff
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08114440B2

Notizen zur Reaktion

Wird geladen…