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Trityl chloride → 1H-Pyrazole, 3-bromo-1-(triphenylmethyl)-

HRID 32792
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 32792
[Br:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.[C:7]1([C:13](Cl)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.CCN(CC)CC.O.C(Cl)Cl>C(Cl)Cl>[Br:1][C:2]1[CH:6]=[CH:5][N:4]([C:13]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 21908982Water methylene chlorideHCID 178419412HCID 178419412, Verbindung

Produkt 1

HCID 673126581H-Pyrazole, 3-bromo-1-(triphenylmethyl)-Ausbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

To a solution of 3-bromo-pyrazole (2.0 g, 13.6 mmol) in anh. CH2Cl2 (40 mL), at r.t., under N2, were added triphenylmethyl chloride (4.17 g, 1.1 eq) and Et3N (2.1 mL, 1.1 eq). The reaction mixture was stirred at r.t. for 4 hr. It was poured into water/CH2Cl2. The phases were separated and the aqueous layer was further extracted with CH2Cl2 (2×30 mL). The combined organic extracts were dried over anh. Na2SO4, the solids were filtered and the solvent evaporated. The residue was purified by flash chromatography (silica gel, 100% CH2Cl2) to give the title compound as a white solid (3.39 g, 64%).

Aufarbeitung

  1. customThe phases were separated
  2. extractionthe aqueous layer was further extracted with CH2Cl2 (2×30 mL)
  3. dry with materialThe combined organic extracts were dried over anh. Na2SO4
  4. filtrationthe solids were filtered
  5. customthe solvent evaporated
  6. customThe residue was purified by flash chromatography (silica gel, 100% CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-617ef31056a84a9fb21cf436620f582e
Quelldatensatz
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07427630B2

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