Methyl iodide → 1-Iodo-3-(methoxymethyl)benzene

HRID 1594000Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1594000
[I:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6].IC.[C:12](=O)([O-])[O-].[K+].[K+].[H-].[Na+]>CC#N.O>[CH3:12][O:6][CH2:5][C:4]1[CH:3]=[C:2]([I:1])[CH:9]=[CH:8][CH:7]=1

Komponenten

7

Edukt 4

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 24758Sodium hydrideHCID 423003-Iodobenzyl alcohol

Produkt 1

HCID 229287461-Iodo-3-(methoxymethyl)benzeneAusbeute 87,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

To a solution of 508 μl (4.0 mmol) of 3-iodobenzylalcohol and 1.25 ml (20.0 mmol) of iodomethane in MeCN (20 ml) there were added 829 mg (6.0 mmol) of potassium carbonate. After stirring 3 h at 30° C., 320 mg (8.00 mmol) of NaH were added and stirring was continued a further 3 h at RT. Water was then added to the reaction mixture, which was extracted with chloroform. The organic phase was successively washed with water and a satd aq. NaCl soln and dried over MgSO4. Following filtration and removal of the solvent in vacuo there were obtained 863 mg (3.5 mmol, 87%) of 3-methoxymethyliodobenzene.

Aufarbeitung

  1. stirringstirring
  2. waitwas continued a further 3 h at RT
  3. extractionwas extracted with chloroform
  4. washThe organic phase was successively washed with water
  5. dry with materiala satd aq. NaCl soln and dried over MgSO4
  6. filtrationfiltration and removal of the solvent in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c6a5520588f74ce688898db1a417d5d3
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07300939B2

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