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Trityl chloride → HCID 13471706, Verbindung

HRID 746320
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 746320
[NH:1]1[CH:5]=[C:4]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[N:3]=[N:2]1.[C:11](Cl)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[C:11]([N:1]1[CH:5]=[C:4]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[N:3]=[N:2]1)([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 178469944HCID 178469944, Verbindung

Produkt 1

HCID 13471706HCID 13471706, VerbindungAusbeute 88,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

3.47 g of ethyl 1,2,3-triazole-4-carboxylate and 7.55 g of trityl chloride were dissolved in 100 ml of chloroform and 3.77 ml of triethylamine was added dropwise thereto under stirring and cooling in an ice-bath. The resulting mixture was stirred for 30 minutes at room temperature. Chloroform was distilled off and the residue was dissolved in ethyl acetate and the mixture was washed with an aqueous solution of sodium chloride and then dried with sodium sulfate. Ethyl acetate was distilled off and the residue was purified by silica gel column chromatography with benzene and chloroform eluent to give 8.37 g of ethyl N-trityl-1,2,3-triazole-4-carboxylate with mp 201°-203° C.

Aufarbeitung

  1. temperaturecooling in an ice-bath
  2. stirringThe resulting mixture was stirred for 30 minutes at room temperature
  3. distillationChloroform was distilled off
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. washthe mixture was washed with an aqueous solution of sodium chloride
  6. dry with materialdried with sodium sulfate
  7. distillationEthyl acetate was distilled off
  8. customthe residue was purified by silica gel column chromatography with benzene and chloroform eluent

Quellen und Nachweise

ORD-Eintrag
ord-456bae0a376f4d71879ee8edffd5eedb
Quelldatensatz
uspto-grants-1986_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04603198

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