Methyl iodide → HCID 68487035, Verbindung

HRID 1877997Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1877997
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:10][C:9](=[O:11])[O:8][C:7]([C:14]([F:17])([F:16])[F:15])([CH:12]=[CH2:13])[C:6]=2[CH:18]=1.[H-].[Na+].[CH3:21]I.[Cl-].[NH4+]>CN(C=O)C.C(OCC)(=O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:10]([CH3:21])[C:9](=[O:11])[O:8][C:7]([C:14]([F:15])([F:16])[F:17])([CH:12]=[CH2:13])[C:6]=2[CH:18]=1

Komponenten

8

Edukt 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 477131HCID 477131, Verbindung

Produkt 1

HCID 68487035HCID 68487035, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred solution of 6-chloro-4-(trifluoromethyl)-4-vinyl-1,4-dihydro-2H-3,1-benzoxazin-2-one (100 mg, 0.36 mmol) in DMF (1 mL), sodium hydride (60%, 29 mg, 0.72 mmol) were added at 0° C. After the mixture was stirred at 0° C. for 30 minutes, methyl iodide (44.8 μL, 0.72 mmol) was added dropwise thereto. After the reaction solution was stirred overnight at room temperature, water was added thereto. The solution was diluted with ethyl acetate and a saturated aqueous ammonium chloride solution was added thereto. The organic layer was separated and washed with saturated brine and then dried over magnesium sulfate. After the drying agent was removed by filtration, the solvent was evaporated under reduced pressure, whereby the objective compound (107 mg, quant.) was obtained as a pale brown solid.

Aufarbeitung

  1. stirringAfter the reaction solution was stirred overnight at room temperature
  2. customThe organic layer was separated
  3. washwashed with saturated brine
  4. dry with materialdried over magnesium sulfate
  5. customAfter the drying agent was removed by filtration
  6. customthe solvent was evaporated under reduced pressure, whereby the objective compound (107 mg, quant.)
  7. customwas obtained as a pale brown solid

Quellen und Nachweise

ORD-Eintrag
ord-bf0b4b577389445995679dea38b65816
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08314094B2

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