Reaktion #323245

Reaktionsgleichung

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

potassium carbonate

hydrochloric acid

→

2-(4'-hydroxyphenyl)-propionic acid

Ausbeute 30.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis heated
2. 2
   Sonstigethe organic phase is separated
3. 3
   Extraktionthe aqueous phase is extracted again with toluene

Vorschrift

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 toluene (30 ml) is heated under stirring for 36 hours at 90° C. The mixture is then poured into a 1N hydrochloric acid solution (300 ml), the organic phase is separated and the aqueous phase is extracted again with toluene. The organic phases are combined, 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 product are identical to those given in Example 1.

Quelle