Potassium Carbonate → HCID 178506374, Verbindung

HRID 220161Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 220161
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][C:10]([F:13])([F:12])[F:11].[O:14]1[C:18]2([CH2:23][CH2:22][CH:21]([C:24]3[N:29]=[CH:28][C:27]([C:30]4[CH:34]=[C:33]([OH:35])[NH:32][N:31]=4)=[CH:26][CH:25]=3)[CH2:20][CH2:19]2)[O:17][CH2:16][CH2:15]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[O:14]1[C:18]2([CH2:19][CH2:20][CH:21]([C:24]3[CH:25]=[CH:26][C:27]([C:30]4[CH:34]=[C:33]([O:35][CH2:2][C:3]5[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=5[O:9][C:10]([F:13])([F:12])[F:11])[NH:32][N:31]=4)=[CH:28][N:29]=3)[CH2:22][CH2:23]2)[O:17][CH2:16][CH2:15]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 27772542-(Trifluoromethoxy)benzyl bromideHCID 178515509HCID 178515509, Verbindung

Produkt 1

HCID 178506374HCID 178506374, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

1-(bromomethyl)-2-(trifluoromethoxy)benzene (0.4 g, 1.57 mmol) was added dropwise to a stirred solution of Example 93D (0.43 g, 1.42 mmol) and potassium carbonate (0.16 g, 1.13 mmol) in refluxing dry acetone (7 mL). The resulting solution was heated (50° C.) for another 1 hour before the solvent was evaporated and the residue was partitioned using brine and ethyl acetate. The organic phase was dried (magnesium sulfate), filtered, and concentrated. The residue was purified by silica gel chromatography using 0 to 100% ethyl acetate in hexanes to provide the title compound as a yellow oil.

Aufarbeitung

  1. customwas evaporated
  2. customthe residue was partitioned
  3. dry with materialThe organic phase was dried (magnesium sulfate)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-3e01de8d8ed94b9dbe338cdfef67576d
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202878B2

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