Reaction #4744

Reaction equation

ammonia

3-hydroxybenzaldehyde

3-methylpiperidine

formic acid

→

3-[(3-Methylpiperidin-1-yl)methyl]phenol

Solvents

water

Conditions

Workup

1. 1
   Temperaturewith cooling
2. 2
   TemperatureWhen the reaction mixture has cooled to room temperature
3. 3
   Filtrationthe precipitated solid is filtered off
4. 4
   Otherrecrystallised from ethanol

Procedure

24.4 g (0.2 mol) of 3-hydroxybenzaldehyde are mixed with 40 ml (about 0.4 mol) of 3-methylpiperidine and 20 ml (about 0.52 mol) of 100% formic acid with cooling and then stirred for 2 hours at 120° C. When the reaction mixture has cooled to room temperature, it is poured into water and rendered alkaline with ammonia, and the precipitated solid is filtered off and recrystallised from ethanol.

Source