Réaction #71010

Équation de réaction

(9-oxo-9H-thioxanthen-2-yloxy)acetic acid

acetonitrile

4-hydroxybutylacrylate glycidylether

→

yellow oil

Rendement 144.2%

acrylic acid 4-{2-hydroxy-3-[2-(9-oxo-9H-thioxanthen-2-yloxy)-acetoxy]-propoxy}-butyl ester

Rendement 144.2%

Solvants

dimethylacetamide

Conditions de réaction

Traitement

1. 1
   Températurewas heated to reflux
2. 2
   Températureat reflux temperature for 16 hours
3. 3
   Autrethe solvent was evaporated under reduced pressure

Mode opératoire

A reaction mixture containing (9-oxo-9H-thioxanthen-2-yloxy)acetic acid (4.0 g, 14 mmol), acetonitrile (55 ml), dimethylacetamide (10 mL), tetrabutylammonium bromide (0.5 g, 1.4 mmol) and 2,6-di-tert-butyl-4-methylphenol (0.03 g, 0.114 mmol) was heated to reflux. At this temperature 4-hydroxybutylacrylate glycidylether (2.3 g, 11.4 mmol) was added and the mixture was allowed to stir at reflux temperature for 16 hours. The mixture was cooled to room temperature and the solvent was evaporated under reduced pressure to provide 8.0 g of a yellow oil. The product was purified on a Prochrom LC80 Column using Kromasil Si 60A 10 μm as silica and dichloromethane/ethyl acetate (60/40) as eluent, to afford 1.8 g of a yellow oil.

Source