Methyl iodide → HCID 53986391, Verbindung

HRID 440385

Reaktionsgleichung

Reaktionsgleichung von HRID 440385
[H-].[Na+].[CH:3]([O:5][CH3:6])=[O:4].[F:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][C:15]([O:17][CH3:18])=O)=[CH:10][CH:9]=1.CI>O1CCCC1.CO.CN(C)C=O.O>[CH3:18][O:17][CH:15]=[C:14]([C:11]1[CH:12]=[CH:13][C:8]([F:7])=[CH:9][CH:10]=1)[C:3]([O:5][CH3:6])=[O:4]

Komponenten

9

Edukt 4

HCID 6328Methyl iodideHCID 7865Methyl formateHCID 24758Sodium hydrideHCID 2733233Methyl 2-(4-fluorophenyl)acetate

Produkt 1

HCID 53986391HCID 53986391, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 887MethanolKatalysatorHCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Suspend sodium hydride (3.4 g, 142 mmol) in anhydrous tetrahydrofuran (100 mL). Cool in an ice/water bath. Add methyl formate (8.8 mL, 142 mmol), methanol (1 drop), and methyl 4-fluorophenylacetate. Warm slowly to ambient temperature. After 18 hours, concentrate in vacuo to give a residue. Dissolve the residue in dimethylformamide and cool in an ice/water bath. Add methyl iodide (8.0 mL, 130 mmol). Warm slowly to ambient temperature. After 3.5 hours, pour the reaction mixture into water and extract twice with ether. Dry the combined organic layers over MgSO4 filter, and concentrate in vacuo to give the title compound: Rf =0.52 (silica gel, 2/1 hexane/ethyl acetate).

Aufarbeitung

  1. temperatureCool in an ice/water bath
  2. concentrationconcentrate in vacuo
  3. customto give a residue
  4. temperaturecool in an ice/water bath
  5. temperatureWarm slowly to ambient temperature
  6. waitAfter 3.5 hours
  7. extractionextract twice with ether
  8. dry with materialDry the combined organic layers over MgSO4
  9. filtrationfilter
  10. concentrationconcentrate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a6bd7bc6093740ba97ec9eedac026529
Quelldatensatz
uspto-grants-1996_05
Patentnummer
US05519048

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