Benzaldehyde → HCID 14059717, Verbindung

HRID 231941

Reaktionsgleichung

Reaktionsgleichung von HRID 231941
Cl.[NH2:2][C@H:3]([C:9]([OH:11])=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7][NH2:8].[CH:12](=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C1(C)C=CC=CC=1>[OH-].[Li+]>[NH2:2][C@@H:3]([CH2:4][CH2:5][CH2:6][CH2:7][N:8]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:9]([OH:11])=[O:10]

Komponenten

5

Edukt 3

HCID 240Benzaldehyde2×HCID 1140TolueneHCID 69568L-Lysine monohydrochloride

Produkt 1

HCID 14059717HCID 14059717, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3939Lithium HydroxideLösungsmittel

Versuchsvorschrift

L-lysine, monohydrochloride (130 g.) is dissolved in 2N lithium hydroxide (360 ml.) solution in a 2-liter, 3-necked, round bottom flask, equipped with an overhead stirrer, addition funnel and thermometer. Benzaldehyde (76.4 ml.) is added dropwise to this vigorously stirring solution at a temperature of about 5°. The reaction mixture turns cloudy at first and then becomes a thick mass of white precipitate. The rest of the benzaldehyde is added along with toluene (300 ml.) to improve the difficult stirring. The reaction mixture is stirred at about 5° for three hours. The mixture is filtered in a coarse sintered glass funnel. The solid is washed with ice cold water (50 ml.), ice cold ethanol (2×115 ml.), and then extensively with anhydrous ether. The product is dried in vacuo over 16 hours to give (S)-2-amino-6-[(benzylidene)amino]hexanoic acid as a white powder; m.p. 196°-200°.

Aufarbeitung

  1. custom3-necked, round bottom flask, equipped with an overhead stirrer, addition funnel
  2. filtrationThe mixture is filtered in a coarse sintered glass funnel
  3. washThe solid is washed with ice cold water (50 ml.), ice cold ethanol (2×115 ml.)
  4. customThe product is dried in vacuo over 16 hours

Quellen und Nachweise

ORD-Eintrag
ord-895a158fa06c484e8752e20e0f54962f
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04849414

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