Реакция #416536

Уравнение реакции

methanol

borane methyl sulfide

3-acetamidophenol

→

compound

Выход 74.0%

3-(N-ethyl) aminophenol

Выход 74.0%

Растворители

THF

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was heated
2. 2
   Температураto reflux temperature for about 4 hours
3. 3
   ДругоеThe solvent was evaporated to a heavy syrup, which
4. 4
   Температураon cooling
5. 5
   ФильтрацияThe solid was collected by filtration
6. 6
   workup.DISSOLUTIONredissolved in methanol
7. 7
   ДругоеEvaporation and recrystallization as

Методика

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.

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