Reaction #833514

Reaction equation

acetic acid

2-Allyl-6-methylphenol

urotropin

hydrochloric acid

→

3-allyl-4-hydroxy-5-methylbenzaldehyde

Conditions

Workup

1. 1
   TemperatureThe solution was heated
2. 2
   Temperatureunder reflux for a further half hour
3. 3
   Filtrationthe precipitated solid was filtered off
4. 4
   Washwashed with a little water
5. 5
   Otherdried at room temperature under vacuum

Procedure

2-Allyl-6-methylphenol (7.6 g, 0.051 mol) and urotropin (hexamethylenetetramine, 11.9 g, 0.085 mol) were heated under reflux in 50 ml of 50% conc. acetic acid for 4½ hours. Subsequently, 56 ml of half-concentrated hydrochloric acid were then added to the hot reaction solution. The solution was heated under reflux for a further half hour. After cooling to room temperature, the precipitated solid was filtered off, washed with a little water and dried at room temperature under vacuum.

Source