Reaktion #930497

Reaktionsgleichung

water

Methanesulfonyl chloride

ethyl 2-[4-(2-hydroxyethyl)-phenoxy]acetate

triethylamine

→

ethyl 2-[4-(2-methanesulfonyloxyethyl)-phenoxy]acetate

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 30 minutes
2. 2
   Sonstigethe aqueous layer was separated
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe combined organic layers were washed with a saturated aqueous sodium bicarbonate solution and brine
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   SonstigeAfter the solvent was removed under reduced pressure, ethyl acetate (8.6 mL) and 2-propanol (23 mL)
7. 7
   workup.ADDITIONwere added to the residue
8. 8
   Temperaturthe mixture was heated to dissolve
9. 9
   Filtrationthe resulting crystals were collected by filtration

Vorschrift

To a solution of ethyl 2-[4-(2-hydroxyethyl)-phenoxy]acetate (7.3 g) in ethyl acetate (22 mL) was added triethylamine (5.9 mL) at room temperature under a nitrogen atmosphere, and the mixture was stirred. Methanesulfonyl chloride (2.8 mL) was added dropwise to the mixture at 0-15° C. of internal temperature, and the mixture was stirred at room temperature for 30 minutes. After water was added to the reaction mixture, the aqueous layer was separated and extracted with ethyl acetate. The combined organic layers were washed with a saturated aqueous sodium bicarbonate solution and brine, and dried over anhydrous magnesium sulfate. After the solvent was removed under reduced pressure, ethyl acetate (8.6 mL) and 2-propanol (23 mL) were added to the residue, and the mixture was heated to dissolve. After cooling to room temperature, the resulting crystals were collected by filtration to give ethyl 2-[4-(2-methanesulfonyloxyethyl)-phenoxy]acetate (7.2 g).

Quelle