StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Toluene → 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl chloride

HRID 413465
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 413465
C(O[C@@H:5]1[O:22][C@H:21]([CH2:23][O:24][C:25](=[O:27])[CH3:26])[C@@H:16]([O:17][C:18](=[O:20])[CH3:19])[C@H:11]([O:12][C:13](=[O:15])[CH3:14])[C@H:6]1[O:7][C:8](=[O:10])[CH3:9])(=O)C.[Al+3].[Cl-:29].[Cl-].[Cl-].C1(C)C=CC=CC=1.[Si](O)(O)(O)O>C(Cl)(Cl)Cl>[CH3:26][C:25]([O:24][CH2:23][C@H:21]1[O:22][C@@H:5]([Cl:29])[C@H:6]([O:7][C:8]([CH3:9])=[O:10])[C@@H:11]([O:12][C:13]([CH3:14])=[O:15])[C@@H:16]1[O:17][C:18]([CH3:19])=[O:20])=[O:27]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 1140TolueneHCID 14942Orthosilicic acidHCID 2724702beta-D-Glucose pentaacetateHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 109595272,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212
Chloroform
Lösungsmittel

Versuchsvorschrift

To a solution of β-D-glucose pentaacetate (20 g) in CHCl3 (100 mL) was added AlCl3 (3.6 g). After stirring at room temperature, toluene (100 mL) was added, followed by silicic acid (2 g). The mixture was stirred for a few minutes and the precipitate was removed by filtration. The solution was partially concentrated under vacuum and extracted with ice cold water (25 mL). The organic phase was concentrated to a syrupy mixture and ether was added to precipitate acetochloro-β-D-glucose as a powder (12 g).

Aufarbeitung

  1. stirringThe mixture was stirred for a few minutes
  2. customthe precipitate was removed by filtration
  3. concentrationThe solution was partially concentrated under vacuum
  4. extractionextracted with ice cold water (25 mL)
  5. concentrationThe organic phase was concentrated to a syrupy mixture and ether
  6. additionwas added
  7. customto precipitate acetochloro-β-D-glucose as a powder (12 g)

Quellen und Nachweise

ORD-Eintrag
ord-13c042b451754b498daef7fb30167cd2
Quelldatensatz
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06566508B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion