Reaktion #2546

Reaktionsgleichung

4-Chloromethyl-N-(2-methoxyphenyl)benzamide

calcium carbonate

dioxane water

→

title compound

Ausbeute 88.3%

4-Hydroxymethyl-N-(2-methoxyphenyl)benzamide

Ausbeute 88.3%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturof heating
2. 2
   Temperaturunder reflux
3. 3
   Filtrationfiltering off the formed insoluble materials
4. 4
   Sonstigethe organic solvent was removed by evaporation
5. 5
   ExtraktionThe thus obtained residue was extracted with ethyl acetate
6. 6
   Waschenthe resulting organic layer was washed with saturated brine
7. 7
   Trocknendried on anhydrous magnesium sulfate
8. 8
   SonstigeAfter removing the solvent
9. 9
   Sonstigeby evaporation
10. 10
    Sonstigethe resulting colorless solid material was purified

Vorschrift

4-Chloromethyl-N-(2-methoxyphenyl)benzamide (500 mg, 1.81 mmol) and precipitated calcium carbonate (970 mg, 9.7 mmol) were suspended in a dioxane-water (1:1) mixture solution (9 ml) and subjected to 25 hours of heating under reflux. After adding THF (25 ml) and filtering off the formed insoluble materials, the organic solvent was removed by evaporation. The thus obtained residue was extracted with ethyl acetate, and the resulting organic layer was washed with saturated brine and dried on anhydrous magnesium sulfate. After removing the solvent by evaporation, the resulting colorless solid material was purified by subjecting it to a silica gel column chromatography (ether:hexane=3:1), thereby obtaining 411 mg (88.3%) of the title compound in the form of colorless crystals.

Quelle