Imidazole → HCID 54284754, Verbindung

HRID 231963Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 231963
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].N1C=CN=C1.[C:16]1([Si:22](Cl)([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:23]([CH3:26])([CH3:25])[CH3:24])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CN(C)C=O>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([O:7][Si:22]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[C:23]([CH3:26])([CH3:24])[CH3:25])=[O:6]

Komponenten

5

Edukt 3

HCID 795ImidazoleHCID 74203-Hydroxybenzoic AcidHCID 94078tert-Butyldiphenylchlorosilane

Produkt 1

HCID 54284754HCID 54284754, VerbindungAusbeute 52,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To stirred solution of 50.4 g of 3-hydroxybenzoic acid in 200 ml of dry dimethylformamide at 0° C. was added 24.85 g of imidazole, followed by 100 g of diphenyl-(2-methylprop-2-yl)silyl chloride. The mixture was stirred at room temperature for 16 hours, and partitioned between ethyl acetate and cold water. The organic layer was washed with water, with an aqueous potassium hydrogen carbonate solution and with brine, was dried over anhydrous magnesium sulphate and evaporated to dryness. The resulting white solid was slurried in dry chloroform and filtered to afford 72 g of the title compound.

Aufarbeitung

  1. custompartitioned between ethyl acetate and cold water
  2. washThe organic layer was washed with water, with an aqueous potassium hydrogen carbonate solution and with brine
  3. dry with materialwas dried over anhydrous magnesium sulphate
  4. customevaporated to dryness
  5. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-1890b6354140476f9120c4e4bc778963
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04849419

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