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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 41110Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/41110

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetonitrileHCID 6342—
Edukt2-(Carboxymethoxy)thioxanthoneHCID 3019853—
Edukt4-Hydroxybutylacrylate glycidyletherHCID 22323150—
Katalysator2,6-Di-tert-butyl-4-methylphenolHCID 31404—
KatalysatorTetrabutylammonium BromideHCID 74236—
LösungsmittelDimethylacetamideHCID 31374—
Produktacrylic acid 4-{2-hydroxy-3-[2-(9-oxo-9H-thioxanthen-2-yloxy)-acetoxy]-propoxy}-butyl esterHCID 58325515144,2%

Reaktionsschritte

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 dichloromethane/ethyl acetate (60/40) as eluent on Kromasil Si60A 10 μm, to afford 1.8 g of a yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530510B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-acc68d80e21b4ef89d1abdc17d452554
Quellennotizuspto-grants-2013_09