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2-Butyl-5-cyano-4-(1-hydroxy-1-methylpropyl)-1-tritylimidazole → HCID 178441653, Verbindung

HRID 265169
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 265169
[CH2:1]([C:5]1[N:6](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[C:7]([C:15]#[N:16])=[C:8]([C:10]([OH:14])([CH3:13])[CH2:11][CH3:12])[N:9]=1)[CH2:2][CH2:3][CH3:4]>C(O)(=O)C>[CH2:1]([C:5]1[NH:6][C:7]([C:15]#[N:16])=[C:8]([C:10]([OH:14])([CH3:13])[CH2:11][CH3:12])[N:9]=1)[CH2:2][CH2:3][CH3:4]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 1

HCID 190361972-Butyl-5-cyano-4-(1-hydroxy-1-methylpropyl)-1-tritylimidazole

Produkt 1

HCID 178441653HCID 178441653, VerbindungAusbeute 81,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of 1.21 g of 2-butyl -5-cyano-4-(1-hydroxy-1-methyl propyl)-1-tritylimidazole (prepared as described in Preparation 17) and 20 ml of 75% v/v aqueous acetic acid was stirred at 50° C. for 1 hour, after which the mixture was cooled, and the deposited crystals of trityl alcohol were removed by filtration. The filtrate was concentrated by evaporation under reduced pressure, and the remaining water and acetic acid were distilled off as a toluene azeotrope under reduced pressure. The residue was purified by column chromatography through silica gel, using a 9:1 by volume mixture of methylene chloride and methanol as the eluent, to give 0.47 g of the title compound as a crystalline powder, melting at 139°-142° C.

Aufarbeitung

  1. temperatureafter which the mixture was cooled
  2. customthe deposited crystals of trityl alcohol were removed by filtration
  3. concentrationThe filtrate was concentrated by evaporation under reduced pressure
  4. distillationthe remaining water and acetic acid were distilled off as a toluene azeotrope under reduced pressure
  5. customThe residue was purified by column chromatography through silica gel
  6. additionby volume mixture of methylene chloride and methanol as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-b0b2a0f0438f4b4098f839d6b3fed369
Quelldatensatz
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05646171

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