Réaction #42727

Équation de réaction

4-hydroxyphenethyl alcohol

potassium carbonate

1,3 dibromopropane

→

title compound

Rendement 77.3%

2-[4-(3-Bromopropoxy)phenyl]ethanol

Rendement 77.3%

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   Températurecooled to room temperature
2. 2
   Filtrationfiltered
3. 3
   Concentrationconcentrated under vacuum
4. 4
   AutreThe resulting oil was purified by silica gel chromatography
5. 5
   workup.ADDITIONa mixture of 4:1 hexanes and ethyl acetate

Mode opératoire

To a solution of 4-hydroxyphenethyl alcohol (4.37 g, 31.0 mmol) and potassium carbonate (6.55 g, 47.0 mmol) in acetonitrile (62.0 mL) was added 1,3 dibromopropane (31.0 mL, 316 mmol). The reaction mixture was heated to 70° C. for 12 hours and then cooled to room temperature, filtered and concentrated under vacuum. The resulting oil was purified by silica gel chromatography using a mixture of 4:1 hexanes and ethyl acetate to give the title compound (6.21 g) as a white solid.

Source