Reaction #2314288

Reaction equation

potassium carbonate

1-(4′-hydroxyphenyl)-3-bromopropane

dihydropyran

→

1-(4′-(2-tetrahydropyranyloxy)phenyl)-3-bromopropane

Solvents

dichloromethane

Conditions

Workup

1. 1
   Temperatureto warm to room temperature
2. 2
   FiltrationThe solid is then filtered out
3. 3
   Otherthe solvents and residual DHP is removed in vacuo

Procedure

To a solution of 1-(4′-hydroxyphenyl)-3-bromopropane 3B (3.56 g) in dichloromethane (11 mL) is added dihydropyran (2.3 mL). The reaction mixture is cooled to 0° C., and three drops of phosphorus oxychloride are added. The reaction mixture is stirred in the ice bath for a further two hours, then gradually allowed to warm to room temperature, where it is allowed to stir overnight. To the reaction mixture is then added potassium carbonate (3 g), and the reaction mixture is stirred an additional hour. The solid is then filtered out, and the solvents and residual DHP is removed in vacuo.

Source