Reaction #56593

Reaction equation

4-hydroxybenzylalcohol

6-iodohexyl acrylate

potassium carbonate

→

4-(6-acryloyloxyhexyloxy)benzylalcohol

Solvents

DMF

Conditions

Workup

1. 1
   TemperatureAfter being cooled to room temperature the reaction mixture
2. 2
   Otherwas quenched with 100 ml 3N HCl
3. 3
   Extractionextracted with diethylether (2×100 ml)
4. 4
   WashThe combined ether extracts were washed with saturated NaCl solution
5. 5
   Dryingdried over sodium sulphate
6. 6
   Concentrationconcentrated to dryness

Procedure

A mixture consisting of 2.48 g of 4-hydroxybenzylalcohol, 5.64 g of 6-iodohexyl acrylate, and 2.76 g of potassium carbonate in 50 ml of DMF was stirred under nitrogen atmosphere for 3 h at 60° C. After being cooled to room temperature the reaction mixture was quenched with 100 ml 3N HCl and extracted with diethylether (2×100 ml). The combined ether extracts were washed with saturated NaCl solution, dried over sodium sulphate and concentrated to dryness to give 5.3 g of nearly pure 4-(6-acryloyloxyhexyloxy)benzylalcohol as a beige heavy oil.

Source