Réaction #56593

ord-baca2d09bcd849169359f86b1ed8d54e

Équation de réaction

OCc1ccc(O)cc1
4-hydroxybenzylalcohol
C=CC(=O)OCCCCCCI
6-iodohexyl acrylate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C=CC(=O)OCCCCCCOc1ccc(CO)cc1
4-(6-acryloyloxyhexyloxy)benzylalcohol

Solvants

Conditions de réaction

Température
60°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07419620B2uspto-grants-2008_09