Réaction #323244

Équation de réaction

2-(1'-bromoethyl)-5,5-dimethyl-2-(4'-hydroxyphenyl)-1,3-dioxane

potassium carbonate

HCl

→

2-(4'-hydroxyphenyl)-propionic acid

Rendement 30.0%

Solvants

dimethylformamide

Conditions de réaction

Traitement

1. 1
   Températureis heated
2. 2
   TempératureThe mixture is then cooled to room temperature
3. 3
   Extractionextracted with toluene
4. 4
   AutreThe organic phase is evaporated

Mode opératoire

A mixture of 2-(1'-bromoethyl)-5,5-dimethyl-2-(4'-hydroxyphenyl)-1,3-dioxane (3.15 g; 0.01 mole), potassium carbonate (6.8 g; 0.05 mole), tetrabutylammonium bromide (0.06 g; 0.0002 mole) in dimethylformamide (30 ml) is heated while being stirred for 36 hours at 90° C. The mixture is then cooled to room temperature, poured into a 1N solution of HCl (300 ml), and extracted with toluene. The organic phase is evaporated and the residue is hydrolyzed as in Example 1c, to obtain 2-(4'-hydroxyphenyl)-propionic acid (0.49 g; 0.003 mole; yield of 30%). The characteristics of the acid are identical to those of Example 1.

Source