Salicylaldehyde → HCID 178525812, Verbindung

HRID 233744

Reaktionsgleichung

Reaktionsgleichung von HRID 233744
[OH-].[Na+].[CH:3](=O)[C:4]1[C:5](=[CH:7][CH:8]=[CH:9][CH:10]=1)[OH:6].[BH4-].[Na+].[NH2:14][C@H:15]([C:22]([OH:24])=[O:23])[CH2:16][C:17]1[N:21]=[CH:20][NH:19][CH:18]=1>>[OH:6][C:5]1[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=1[CH2:3][NH:14][C@H:15]([C:22]([OH:24])=[O:23])[CH2:16][C:17]1[N:21]=[CH:20][NH:19][CH:18]=1

Komponenten

5

Edukt 4

HCID 6998Salicylaldehyde2×HCID 14798Sodium HydroxideHCID 4311764Sodium borohydride2×HCID 178419078HCID 178419078, Verbindung

Produkt 1

HCID 178525812HCID 178525812, Verbindung

Versuchsvorschrift

To 20 ml of a 2N aqueous solution of sodium hydroxide in which 5 g of L-histidine had been dissolved, 3.5 ml of salicylaldehyde and 0.4 g of sodium borohydride were successively added. After stirring for 1 hour, additional 3.5 ml of salicylaldehyde and 0.4 g of sodium borohydride were successively added. After stirring at room temperature for 1 hour, the unsolubles were filtered out and the filtrate was extracted with diethyl ether. The pH was adjusted to 6 with hydrochloric acid to give 8 g of N-(2-hydroxybenzyl)-L-histidine.

Aufarbeitung

  1. stirringAfter stirring at room temperature for 1 hour
  2. filtrationthe unsolubles were filtered out
  3. extractionthe filtrate was extracted with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-1d673c1513334a608d6020a424ff04ba
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05594012

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