Reaktion #416536

Reaktionsgleichung

methanol

borane methyl sulfide

3-acetamidophenol

→

compound

Ausbeute 74.0%

3-(N-ethyl) aminophenol

Ausbeute 74.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was heated
2. 2
   Temperaturto reflux temperature for about 4 hours
3. 3
   SonstigeThe solvent was evaporated to a heavy syrup, which
4. 4
   Temperaturon cooling
5. 5
   FiltrationThe solid was collected by filtration
6. 6
   workup.DISSOLUTIONredissolved in methanol
7. 7
   SonstigeEvaporation and recrystallization as

Vorschrift

A 1.0 M solution of borane-methyl sulfide in dichloromehtane (275 ml) was added dropwise to a solution of 3-acetamidophenol (161 g) in THF (800 ml) over about 1 to 2 hours. The mixture was heated to reflux temperature for about 4 hours and was then poured slowly into methanol (1 liter). The solvent was evaporated to a heavy syrup, which deposited crystals on cooling and scratching. The solid was collected by filtration and redissolved in methanol. Evaporation and recrystallization as above gave a 74% yield of the compound.

Quelle