Reaktion #56391

Reaktionsgleichung

Sodium

Ethyl 2,2-dichloro-acetate

4-Methoxyphenol

→

Ethyl 2,2-bis(4-methoxyphenoxy)-acetate

Ausbeute 76.7%

Lösungsmittel

diethyl ether

ethanol

ethanol

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONis added
2. 2
   workup.ADDITIONis then added
3. 3
   Temperaturthe mixture is heated
4. 4
   Temperaturunder reflux for 20 hours
5. 5
   Sonstigeis driven off under reduced pressure (20 mmHg) at 40° C.
6. 6
   WaschenThe organic phase is washed with 0.1 N sodium hydroxide solution (100 cc) and with water (2×100 cc)
7. 7
   Trocknenis then dried over sodium sulphate
8. 8
   Filtrationfiltered
9. 9
   Einengenconcentrated to dryness under reduced pressure (20 mmHg) at 40° C

Vorschrift

Sodium (5.4 g) is dissolved in absolute ethanol (160 cc). 4-Methoxyphenol (29.2 g) dissolved in absolute ethanol (20 cc) is added. The mixture is stirred for 1 hour at ambient temperature. Ethyl 2,2-dichloro-acetate (20 g) dissolved in absolute ethanol (20 cc) is then added and the mixture is heated under reflux for 20 hours. The ethanol is driven off under reduced pressure (20 mmHg) at 40° C. and the residue is taken up in diethyl ether (100 cc). The organic phase is washed with 0.1 N sodium hydroxide solution (100 cc) and with water (2×100 cc) and is then dried over sodium sulphate, filtered and concentrated to dryness under reduced pressure (20 mmHg) at 40° C. Ethyl 2,2-bis(4-methoxyphenoxy)-acetate (30 g) is thus obtained in the form of an oil.

Quelle