Reaction #8450

Reaction equation

p-hydroxyacetophenone

1-bromo-3-chloropropane

potassium carbonate

→

title compound

p-chloropropoxyacetophenone

Solvents

acetone

Conditions

Workup

1. 1
   Temperatureat reflux temperature for 18 hours
2. 2
   Filtrationfiltered
3. 3
   ConcentrationThe filtrate was concentrated in vacuo
4. 4
   workup.DISSOLUTIONThe residue was dissolved in ether
5. 5
   Washwashed with water
6. 6
   Dryingdried over sodium sulfate
7. 7
   Filtrationfiltered
8. 8
   Otherevaporated

Procedure

A mixture of p-hydroxyacetophenone (15 g) and 1-bromo-3-chloropropane (12 mL) in acetone (200 mL) was treated with potassium carbonate (17 g). The mixture was stirred at reflux temperature for 18 hours. The reaction was cooled to ambient temperature and filtered. The filtrate was concentrated in vacuo. The residue was dissolved in ether, washed with water, dried over sodium sulfate, filtered and evaporated to yield the title compound (23 g).

Source