Reaktion #473916

Reaktionsgleichung

4-methyl-3-nitrobenzoylchloride

water

sodium borohydride

→

(4-methyl-3-nitrophenyl)methanol

Ausbeute 86.8%

Lösungsmittel

dioxane

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction solution was refluxed for one hour
2. 2
   Temperaturafter cooling
3. 3
   Filtrationthe solution was filtered through Celite
4. 4
   workup.ADDITIONWater was added to the filtrate
5. 5
   Extraktionthe mixture was extracted with ethyl acetate
6. 6
   Trocknenthe organic layer was dried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Vorschrift

A solution of 4-methyl-3-nitrobenzoylchloride (5.5 g) in dioxane (30 mL) was added dropwise to a solution of water (30 mL), dioxane (30 mL) and sodium borohydride (2.5 g) under ice cooling. The reaction solution was refluxed for one hour, and after cooling, the solution was filtered through Celite. Water was added to the filtrate, the mixture was extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain a crude product of (4-methyl-3-nitrophenyl)methanol (4 g).

Quelle